ES349061A1 - Un procedimiento para la preparacion de derivados de acido 2-naftilacetico. - Google Patents
Un procedimiento para la preparacion de derivados de acido 2-naftilacetico.Info
- Publication number
- ES349061A1 ES349061A1 ES349061A ES349061A ES349061A1 ES 349061 A1 ES349061 A1 ES 349061A1 ES 349061 A ES349061 A ES 349061A ES 349061 A ES349061 A ES 349061A ES 349061 A1 ES349061 A1 ES 349061A1
- Authority
- ES
- Spain
- Prior art keywords
- tetralone
- methyl
- methoxy
- alpha
- naphthyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000002790 naphthalenes Chemical class 0.000 title 1
- -1 HOCH 2 - Chemical group 0.000 abstract 16
- 150000002148 esters Chemical class 0.000 abstract 12
- 125000000217 alkyl group Chemical group 0.000 abstract 11
- 150000003568 thioethers Chemical class 0.000 abstract 11
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 10
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 6
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 3
- 239000005977 Ethylene Substances 0.000 abstract 3
- IPBVNPXQWQGGJP-UHFFFAOYSA-N acetic acid phenyl ester Natural products CC(=O)OC1=CC=CC=C1 IPBVNPXQWQGGJP-UHFFFAOYSA-N 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 3
- 125000004849 alkoxymethyl group Chemical group 0.000 abstract 3
- 125000004414 alkyl thio group Chemical group 0.000 abstract 3
- 125000001118 alkylidene group Chemical group 0.000 abstract 3
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Chemical group C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 3
- 229940049953 phenylacetate Drugs 0.000 abstract 3
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 abstract 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 3
- 229920002554 vinyl polymer Polymers 0.000 abstract 3
- XSAYZAUNJMRRIR-UHFFFAOYSA-N 2-acetylnaphthalene Chemical compound C1=CC=CC2=CC(C(=O)C)=CC=C21 XSAYZAUNJMRRIR-UHFFFAOYSA-N 0.000 abstract 2
- NEAQRZUHTPSBBM-UHFFFAOYSA-N 2-hydroxy-3,3-dimethyl-7-nitro-4h-isoquinolin-1-one Chemical class C1=C([N+]([O-])=O)C=C2C(=O)N(O)C(C)(C)CC2=C1 NEAQRZUHTPSBBM-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 229940089960 chloroacetate Drugs 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- AZKDTTQQTKDXLH-UHFFFAOYSA-N naphthalene-2-carbonitrile Chemical compound C1=CC=CC2=CC(C#N)=CC=C21 AZKDTTQQTKDXLH-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- NSTNGIMLLNQCHM-UHFFFAOYSA-N (2-chlorophenyl)-(fluoromethylidene)-diphenyl-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1P(C=1C(=CC=CC=1)Cl)(=CF)C1=CC=CC=C1 NSTNGIMLLNQCHM-UHFFFAOYSA-N 0.000 abstract 1
- MFGWMAAZYZSWMY-UHFFFAOYSA-N (2-naphthyl)methanol Chemical compound C1=CC=CC2=CC(CO)=CC=C21 MFGWMAAZYZSWMY-UHFFFAOYSA-N 0.000 abstract 1
- GGWCZBGAIGGTDA-UHFFFAOYSA-N 1-(6-methoxynaphthalen-2-yl)ethanone Chemical compound C1=C(C(C)=O)C=CC2=CC(OC)=CC=C21 GGWCZBGAIGGTDA-UHFFFAOYSA-N 0.000 abstract 1
- YCEGKAGWSWZEHD-UHFFFAOYSA-N 1-chloro-3-ethoxynaphthalene Chemical compound C1=CC=CC2=CC(OCC)=CC(Cl)=C21 YCEGKAGWSWZEHD-UHFFFAOYSA-N 0.000 abstract 1
- NJHZPGXJCQMQHT-UHFFFAOYSA-N 1-fluoro-3-methylnaphthalene Chemical compound C1=CC=CC2=CC(C)=CC(F)=C21 NJHZPGXJCQMQHT-UHFFFAOYSA-N 0.000 abstract 1
- XYRPWXOJBNGTMX-UHFFFAOYSA-N 2,3-dimethoxynaphthalene Chemical compound C1=CC=C2C=C(OC)C(OC)=CC2=C1 XYRPWXOJBNGTMX-UHFFFAOYSA-N 0.000 abstract 1
- LYIIAXBYAXXHTG-UHFFFAOYSA-N 2-(1-hydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid Chemical compound OC1C(CC(O)=O)CCC2=CC(OC)=CC=C21 LYIIAXBYAXXHTG-UHFFFAOYSA-N 0.000 abstract 1
- NWBYMXFSRXFVQK-UHFFFAOYSA-N 2-(4-chlorophenyl)naphthalene Chemical compound C1=CC(Cl)=CC=C1C1=CC=C(C=CC=C2)C2=C1 NWBYMXFSRXFVQK-UHFFFAOYSA-N 0.000 abstract 1
- NEDUMIIWPOQJOA-UHFFFAOYSA-N 2-(4-fluorophenyl)naphthalene Chemical compound C1=CC(F)=CC=C1C1=CC=C(C=CC=C2)C2=C1 NEDUMIIWPOQJOA-UHFFFAOYSA-N 0.000 abstract 1
- WKTYNZQOAFDAGW-UHFFFAOYSA-N 2-(6-chloro-4-oxo-2,3-dihydro-1h-naphthalen-2-yl)acetic acid Chemical compound ClC1=CC=C2CC(CC(=O)O)CC(=O)C2=C1 WKTYNZQOAFDAGW-UHFFFAOYSA-N 0.000 abstract 1
- HFCQYKCGYMWUAH-UHFFFAOYSA-N 2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetic acid Chemical compound C1C(CC(O)=O)CCC2=CC(OC)=CC=C21 HFCQYKCGYMWUAH-UHFFFAOYSA-N 0.000 abstract 1
- SMXYHTZAHLNPIV-UHFFFAOYSA-N 2-(6-methoxy-1-oxo-3,4-dihydro-2h-naphthalen-2-yl)acetic acid Chemical compound O=C1C(CC(O)=O)CCC2=CC(OC)=CC=C21 SMXYHTZAHLNPIV-UHFFFAOYSA-N 0.000 abstract 1
- MPCKBIQCKOAGGE-UHFFFAOYSA-N 2-chloro-3-methylsulfanylnaphthalene Chemical compound C1=CC=C2C=C(Cl)C(SC)=CC2=C1 MPCKBIQCKOAGGE-UHFFFAOYSA-N 0.000 abstract 1
- NNNXRXGGPOJVFH-UHFFFAOYSA-N 2-fluoro-3-methoxynaphthalene Chemical compound C1=CC=C2C=C(F)C(OC)=CC2=C1 NNNXRXGGPOJVFH-UHFFFAOYSA-N 0.000 abstract 1
- PYVWZUKXGPCDHM-UHFFFAOYSA-N 2-fluoro-3-methylnaphthalene Chemical compound C1=CC=C2C=C(F)C(C)=CC2=C1 PYVWZUKXGPCDHM-UHFFFAOYSA-N 0.000 abstract 1
- BAGQBTMEEISJLK-UHFFFAOYSA-N 2-fluoronaphthalene Chemical compound C1=CC=CC2=CC(F)=CC=C21 BAGQBTMEEISJLK-UHFFFAOYSA-N 0.000 abstract 1
- VNCHKHUMIBLUHN-UHFFFAOYSA-N 2-methoxy-3-methylnaphthalene Chemical compound C1=CC=C2C=C(C)C(OC)=CC2=C1 VNCHKHUMIBLUHN-UHFFFAOYSA-N 0.000 abstract 1
- PJKVFARRVXDXAD-UHFFFAOYSA-N 2-naphthaldehyde Chemical compound C1=CC=CC2=CC(C=O)=CC=C21 PJKVFARRVXDXAD-UHFFFAOYSA-N 0.000 abstract 1
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 abstract 1
- XKLMJFNNZQMCEK-UHFFFAOYSA-N 3-(4-fluorophenyl)-1,2-dihydronaphthalene Chemical compound C1=CC(F)=CC=C1C1=CC2=CC=CC=C2CC1 XKLMJFNNZQMCEK-UHFFFAOYSA-N 0.000 abstract 1
- WAOLSJHXPOWVHR-UHFFFAOYSA-N 3-[(4-chlorophenyl)methyl]pentanedioic acid Chemical compound OC(=O)CC(CC(O)=O)CC1=CC=C(Cl)C=C1 WAOLSJHXPOWVHR-UHFFFAOYSA-N 0.000 abstract 1
- PUUHUIBPLDRRKD-UHFFFAOYSA-N 3-cyclopropyl-1-methylsulfanylnaphthalene Chemical compound C=1C2=CC=CC=C2C(SC)=CC=1C1CC1 PUUHUIBPLDRRKD-UHFFFAOYSA-N 0.000 abstract 1
- WBVDIRXCDZENEJ-UHFFFAOYSA-N 3-fluoro-1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC(F)=CC2=C1 WBVDIRXCDZENEJ-UHFFFAOYSA-N 0.000 abstract 1
- UIUJIQZEACWQSV-UHFFFAOYSA-N 4-Oxobutanoic acid Natural products OC(=O)CCC=O UIUJIQZEACWQSV-UHFFFAOYSA-N 0.000 abstract 1
- LXEPJWIKSUASIT-UHFFFAOYSA-N 5-chloro-7-ethoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=CC(OCC)=CC(Cl)=C21 LXEPJWIKSUASIT-UHFFFAOYSA-N 0.000 abstract 1
- OXWBXZFPNNKTEE-UHFFFAOYSA-N 5-fluoro-7-methyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=CC(C)=CC(F)=C21 OXWBXZFPNNKTEE-UHFFFAOYSA-N 0.000 abstract 1
- GBWUUKKRSGIUKN-UHFFFAOYSA-N 6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene Chemical compound C1CCCC2=C1C=C(OC)C(OC)=C2 GBWUUKKRSGIUKN-UHFFFAOYSA-N 0.000 abstract 1
- YNNJHKOXXBIJKK-UHFFFAOYSA-N 6,7-dimethoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=C1C=C(OC)C(OC)=C2 YNNJHKOXXBIJKK-UHFFFAOYSA-N 0.000 abstract 1
- SOPWTZMYDFACMR-UHFFFAOYSA-N 6,8-dimethyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound O=C1CCCC2=CC(C)=CC(C)=C21 SOPWTZMYDFACMR-UHFFFAOYSA-N 0.000 abstract 1
- CGUFQTGOAZNESG-UHFFFAOYSA-N 6-chloro-7-methyl-3,4-dihydro-2h-naphthalene-1-thione Chemical compound S=C1CCCC2=C1C=C(C)C(Cl)=C2 CGUFQTGOAZNESG-UHFFFAOYSA-N 0.000 abstract 1
- CWNQROZVPYCAIK-UHFFFAOYSA-N 6-chloro-8-ethoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=C1C=C(Cl)C=C2OCC CWNQROZVPYCAIK-UHFFFAOYSA-N 0.000 abstract 1
- DSMYJZRHMNPWNS-UHFFFAOYSA-N 6-fluoro-7-methyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound O=C1CCCC2=C1C=C(C)C(F)=C2 DSMYJZRHMNPWNS-UHFFFAOYSA-N 0.000 abstract 1
- IPEGSRJYLYQMKB-UHFFFAOYSA-N 6-methoxy-7-methyl-1,2,3,4-tetrahydronaphthalen-1-ol Chemical compound C1CCC(O)C2=C1C=C(OC)C(C)=C2 IPEGSRJYLYQMKB-UHFFFAOYSA-N 0.000 abstract 1
- XVCLHUXQMUORDD-UHFFFAOYSA-N 6-methoxy-7-methyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=C1C=C(OC)C(C)=C2 XVCLHUXQMUORDD-UHFFFAOYSA-N 0.000 abstract 1
- CNDOBYJWJFZILA-UHFFFAOYSA-N 6-methyl-8-propan-2-yl-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=C1C=C(C)C=C2C(C)C CNDOBYJWJFZILA-UHFFFAOYSA-N 0.000 abstract 1
- ZECGDIBIIXHPAQ-UHFFFAOYSA-N 7-chloro-5-ethoxy-1,2,3,4-tetrahydronaphthalene Chemical compound C1CCCC2=C1C=C(Cl)C=C2OCC ZECGDIBIIXHPAQ-UHFFFAOYSA-N 0.000 abstract 1
- IVCAPWVEWXRACD-UHFFFAOYSA-N 7-chloro-5-ethoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound O=C1CCCC2=C1C=C(Cl)C=C2OCC IVCAPWVEWXRACD-UHFFFAOYSA-N 0.000 abstract 1
- UCBYBFAJSWCTLG-UHFFFAOYSA-N 7-fluoro-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=CC(F)=CC=C21 UCBYBFAJSWCTLG-UHFFFAOYSA-N 0.000 abstract 1
- UPPQBXSFXYIUEO-UHFFFAOYSA-N 7-fluoro-5-methyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound O=C1CCCC2=C1C=C(F)C=C2C UPPQBXSFXYIUEO-UHFFFAOYSA-N 0.000 abstract 1
- AHRLJDRNPULHKK-UHFFFAOYSA-N 7-fluoro-6-methoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=C1C=C(OC)C(F)=C2 AHRLJDRNPULHKK-UHFFFAOYSA-N 0.000 abstract 1
- GABLTKRIYDNDIN-UHFFFAOYSA-N 7-methoxy-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=CC(OC)=CC=C21 GABLTKRIYDNDIN-UHFFFAOYSA-N 0.000 abstract 1
- KRHGYKLPDFONPY-UHFFFAOYSA-N 7-methoxy-6-methyl-1,2,3,4-tetrahydronaphthalen-1-ol Chemical compound OC1CCCC2=C1C=C(OC)C(C)=C2 KRHGYKLPDFONPY-UHFFFAOYSA-N 0.000 abstract 1
- MTNAPFXYKUBHPV-UHFFFAOYSA-N 7-methoxy-6-methyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound O=C1CCCC2=C1C=C(OC)C(C)=C2 MTNAPFXYKUBHPV-UHFFFAOYSA-N 0.000 abstract 1
- PZSOGONFFXVTAK-UHFFFAOYSA-N 7-methyl-3,4-dihydro-2h-naphthalene-1-thione Chemical compound C1CCC(=S)C2=CC(C)=CC=C21 PZSOGONFFXVTAK-UHFFFAOYSA-N 0.000 abstract 1
- FTTPUMZADACVGJ-UHFFFAOYSA-N 7-propan-2-yl-3,4-dihydro-2h-naphthalen-1-one Chemical compound C1CCC(=O)C2=CC(C(C)C)=CC=C21 FTTPUMZADACVGJ-UHFFFAOYSA-N 0.000 abstract 1
- ZNVUATBWIYKGER-UHFFFAOYSA-N 8-cyclopropyl-6-methylsulfanyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound C=1C(SC)=CC=2CCCC(=O)C=2C=1C1CC1 ZNVUATBWIYKGER-UHFFFAOYSA-N 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 1
- BURGBUMRAYHZEF-UHFFFAOYSA-N CCOC(C(CC(OC)=O)CC1=CC=CC=C11)C1=O Chemical compound CCOC(C(CC(OC)=O)CC1=CC=CC=C11)C1=O BURGBUMRAYHZEF-UHFFFAOYSA-N 0.000 abstract 1
- DNXHEGUUPJUMQT-CBZIJGRNSA-N Estrone Chemical compound OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 DNXHEGUUPJUMQT-CBZIJGRNSA-N 0.000 abstract 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 abstract 1
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- XZVSMKUPPVZOEG-UHFFFAOYSA-N diethyl 2-(6-methoxynaphthalen-2-yl)propanedioate Chemical compound C1=C(OC)C=CC2=CC(C(C(=O)OCC)C(=O)OCC)=CC=C21 XZVSMKUPPVZOEG-UHFFFAOYSA-N 0.000 abstract 1
- AUMVBLDDLMZEOA-UHFFFAOYSA-N difluoromethylidene(triphenyl)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=C(F)F)C1=CC=CC=C1 AUMVBLDDLMZEOA-UHFFFAOYSA-N 0.000 abstract 1
- WZJICTQMKVZYCE-UHFFFAOYSA-N dimethyl 3-(4-chlorobenzoyl)pentanedioate Chemical compound COC(=O)CC(CC(=O)OC)C(=O)C1=CC=C(Cl)C=C1 WZJICTQMKVZYCE-UHFFFAOYSA-N 0.000 abstract 1
- JRJGSBDBSSDZAB-UHFFFAOYSA-N dimethyl 3-[(4-chlorophenyl)methyl]pentanedioate Chemical compound COC(=O)CC(CC(=O)OC)CC1=CC=C(Cl)C=C1 JRJGSBDBSSDZAB-UHFFFAOYSA-N 0.000 abstract 1
- GSAATXFTFSUBJM-UHFFFAOYSA-N ethyl 2-(2-ethoxy-2-oxoethyl)-6-methoxy-1-oxo-3,4-dihydronaphthalene-2-carboxylate Chemical compound COC1=CC=C2C(=O)C(CC(=O)OCC)(C(=O)OCC)CCC2=C1 GSAATXFTFSUBJM-UHFFFAOYSA-N 0.000 abstract 1
- KZENFXVDPUMQOE-UHFFFAOYSA-N ethyl 2-(triphenyl-$l^{5}-phosphanylidene)propanoate Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=C(C)C(=O)OCC)C1=CC=CC=C1 KZENFXVDPUMQOE-UHFFFAOYSA-N 0.000 abstract 1
- UKGQINOQDPAYBX-UHFFFAOYSA-N ethyl 6-methoxy-1-oxo-3,4-dihydro-2h-naphthalene-2-carboxylate Chemical compound COC1=CC=C2C(=O)C(C(=O)OCC)CCC2=C1 UKGQINOQDPAYBX-UHFFFAOYSA-N 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- VWJCVGAVZVRASO-UHFFFAOYSA-N methyl 2-(1,6-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetate Chemical compound COC1=CC=C2C(OC)C(CC(=O)OC)CCC2=C1 VWJCVGAVZVRASO-UHFFFAOYSA-N 0.000 abstract 1
- BCKRJUIBRAYQTD-UHFFFAOYSA-N methyl 2-(1-fluoro-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetate Chemical compound COC1=CC=C2C(F)C(CC(=O)OC)CCC2=C1 BCKRJUIBRAYQTD-UHFFFAOYSA-N 0.000 abstract 1
- SKAOXXUUIKIYJG-UHFFFAOYSA-N methyl 2-(1-hydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetate Chemical compound COC1=CC=C2C(O)C(CC(=O)OC)CCC2=C1 SKAOXXUUIKIYJG-UHFFFAOYSA-N 0.000 abstract 1
- RJEVKABLJYJKBN-UHFFFAOYSA-N methyl 2-(4-hydroxy-6-methyl-1,2,3,4-tetrahydronaphthalen-2-yl)acetate Chemical compound CC1=CC=C2CC(CC(=O)OC)CC(O)C2=C1 RJEVKABLJYJKBN-UHFFFAOYSA-N 0.000 abstract 1
- RFHNJNFCGRGISB-UHFFFAOYSA-N methyl 2-(4-oxo-6-propan-2-yl-2,3-dihydro-1h-naphthalen-2-yl)acetate Chemical compound CC(C)C1=CC=C2CC(CC(=O)OC)CC(=O)C2=C1 RFHNJNFCGRGISB-UHFFFAOYSA-N 0.000 abstract 1
- NHYYDDMOSMKQHX-UHFFFAOYSA-N methyl 2-(6-chloro-4-oxo-2,3-dihydro-1h-naphthalen-2-yl)acetate Chemical compound ClC1=CC=C2CC(CC(=O)OC)CC(=O)C2=C1 NHYYDDMOSMKQHX-UHFFFAOYSA-N 0.000 abstract 1
- ZZKDZZZAVSVYNE-UHFFFAOYSA-N methyl 2-(6-ethyl-4-oxo-2,3-dihydro-1h-naphthalen-2-yl)acetate Chemical compound C1C(CC(=O)OC)CC(=O)C2=CC(CC)=CC=C21 ZZKDZZZAVSVYNE-UHFFFAOYSA-N 0.000 abstract 1
- RXRVYYODXIXKQW-UHFFFAOYSA-N methyl 2-(6-ethylsulfanyl-4-oxo-2,3-dihydro-1h-naphthalen-2-yl)acetate Chemical compound C1C(CC(=O)OC)CC(=O)C2=CC(SCC)=CC=C21 RXRVYYODXIXKQW-UHFFFAOYSA-N 0.000 abstract 1
- DSTGWVSJZBLHEL-UHFFFAOYSA-N methyl 2-(6-fluoro-4-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetate Chemical compound FC1=CC=C2CC(CC(=O)OC)CC(O)C2=C1 DSTGWVSJZBLHEL-UHFFFAOYSA-N 0.000 abstract 1
- FPFBQHAXPANIAT-UHFFFAOYSA-N methyl 2-(6-fluoro-4-oxo-2,3-dihydro-1h-naphthalen-2-yl)acetate Chemical compound FC1=CC=C2CC(CC(=O)OC)CC(=O)C2=C1 FPFBQHAXPANIAT-UHFFFAOYSA-N 0.000 abstract 1
- MMAQDOZPRPEZOU-UHFFFAOYSA-N methyl 2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetate Chemical compound COC1=CC=C2CC(CC(=O)OC)CCC2=C1 MMAQDOZPRPEZOU-UHFFFAOYSA-N 0.000 abstract 1
- PQBIINJEVKPKNX-UHFFFAOYSA-N methyl 2-(6-methoxy-1,2-dihydronaphthalen-2-yl)acetate Chemical compound C1=C(OC)C=C2C=CC(CC(=O)OC)CC2=C1 PQBIINJEVKPKNX-UHFFFAOYSA-N 0.000 abstract 1
- LXWJHMWXDHHDNW-UHFFFAOYSA-N methyl 2-(6-methoxy-1-oxo-3,4-dihydronaphthalen-2-ylidene)acetate Chemical compound COC1=CC=C2C(=O)C(=CC(=O)OC)CCC2=C1 LXWJHMWXDHHDNW-UHFFFAOYSA-N 0.000 abstract 1
- ZBPZMWXPMLBYIG-UHFFFAOYSA-N methyl 2-(6-methoxy-4-oxo-2,3-dihydro-1h-naphthalen-2-yl)acetate Chemical compound COC1=CC=C2CC(CC(=O)OC)CC(=O)C2=C1 ZBPZMWXPMLBYIG-UHFFFAOYSA-N 0.000 abstract 1
- IAVPFFDGCHYNFT-UHFFFAOYSA-N methyl 2-(6-methyl-4-oxo-2,3-dihydro-1h-naphthalen-2-yl)acetate Chemical compound CC1=CC=C2CC(CC(=O)OC)CC(=O)C2=C1 IAVPFFDGCHYNFT-UHFFFAOYSA-N 0.000 abstract 1
- DEYHYMDLVYRTGB-UHFFFAOYSA-N methyl 2-(6-methylsulfanyl-4-oxo-2,3-dihydro-1h-naphthalen-2-yl)acetate Chemical compound CSC1=CC=C2CC(CC(=O)OC)CC(=O)C2=C1 DEYHYMDLVYRTGB-UHFFFAOYSA-N 0.000 abstract 1
- QJQLDWCHLYZTOV-UHFFFAOYSA-N methyl 2-(8-oxo-6,7-dihydro-5h-naphthalen-2-yl)acetate Chemical compound C1CCC(=O)C2=CC(CC(=O)OC)=CC=C21 QJQLDWCHLYZTOV-UHFFFAOYSA-N 0.000 abstract 1
- SPDFSSLYVRCMDZ-UHFFFAOYSA-N octane-2,5-dione Chemical compound CCCC(=O)CCC(C)=O SPDFSSLYVRCMDZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 238000010561 standard procedure Methods 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/2632—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions involving an organo-magnesium compound, e.g. Grignard synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/35—Formation of carbon-to-carbon triple bonds only
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/373—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in doubly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/33—Polycyclic acids
- C07C63/337—Polycyclic acids with carboxyl groups bound to condensed ring systems
- C07C63/34—Polycyclic acids with carboxyl groups bound to condensed ring systems containing two condensed rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/10—Oxygen atoms
- C07D309/12—Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60899767A | 1967-01-13 | 1967-01-13 | |
| US69477167A | 1967-12-07 | 1967-12-07 | |
| ZA677597 | 1967-12-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES349061A1 true ES349061A1 (es) | 1969-08-16 |
Family
ID=27417009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES349061A Expired ES349061A1 (es) | 1967-01-13 | 1968-01-09 | Un procedimiento para la preparacion de derivados de acido 2-naftilacetico. |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE751445Q (enrdf_load_stackoverflow) |
| CA (1) | CA960689A (enrdf_load_stackoverflow) |
| CH (1) | CH517690A (enrdf_load_stackoverflow) |
| ES (1) | ES349061A1 (enrdf_load_stackoverflow) |
| FR (3) | FR8487M (enrdf_load_stackoverflow) |
| GB (1) | GB1211134A (enrdf_load_stackoverflow) |
| HK (1) | HK26776A (enrdf_load_stackoverflow) |
| NL (2) | NL147129B (enrdf_load_stackoverflow) |
| SE (1) | SE352069B (enrdf_load_stackoverflow) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA7068B (en) * | 1969-09-30 | 1971-08-25 | Syntex Corp | Preparation of 2-(6-methoxy-2-naphrthyl)propionic acid |
| DE2039639C2 (de) * | 1970-08-10 | 1982-08-05 | Syntex Corp., Panama-City | Verfahren zur Herstellung von l-2-(6-Methoxy-2-naphthyl)-1-propanol |
| US4048331A (en) * | 1974-10-15 | 1977-09-13 | The Upjohn Company | Process of treatment |
| IT1100784B (it) * | 1978-12-06 | 1985-09-28 | Ibis Ist Biochim Speriment | Prodotto ad attivita' coleretica e composizioni terapeutiche che lo cmprendno come principio attivo |
| IT1109200B (it) * | 1979-02-20 | 1985-12-16 | Montedison Spa | Processo per la preparazione di esteri di acidi arilacetici da alfa-alo-alchilarilchetoni |
| AT370721B (de) * | 1981-02-24 | 1983-04-25 | Ciba Geigy Ag | Verfahren zur herstellung von neuen salzen der 2- (2,6-dichloranilino)-phenylessigsaeure, der |
| GB9314693D0 (en) * | 1993-07-15 | 1993-08-25 | Smithkline Beecham Plc | Naphthyl derivatives for treatment method |
| WO2003104178A1 (en) * | 2002-06-07 | 2003-12-18 | Cortical Pty Ltd | Napththalene derivatives which inhibit the cytokine or biological activity of macrophage migration inhibitory factor (mif) |
-
1967
- 1967-12-22 CA CA008,285A patent/CA960689A/en not_active Expired
-
1968
- 1968-01-08 NL NL686800251A patent/NL147129B/xx not_active IP Right Cessation
- 1968-01-09 GB GB0197/68A patent/GB1211134A/en not_active Expired
- 1968-01-09 ES ES349061A patent/ES349061A1/es not_active Expired
- 1968-01-11 CH CH38468A patent/CH517690A/de not_active IP Right Cessation
- 1968-01-12 SE SE00428/68A patent/SE352069B/xx unknown
- 1968-01-12 FR FR135818A patent/FR8487M/fr not_active Expired
- 1968-04-11 FR FR1587861D patent/FR1587861A/fr not_active Expired
-
1970
- 1970-06-04 BE BE751445D patent/BE751445Q/xx not_active IP Right Cessation
-
1971
- 1971-03-09 FR FR183323A patent/FR8494M/fr not_active Expired
-
1975
- 1975-10-15 NL NL7512107A patent/NL7512107A/xx not_active Application Discontinuation
-
1976
- 1976-05-13 HK HK267/76*UA patent/HK26776A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR1587861A (enrdf_load_stackoverflow) | 1970-04-03 |
| NL7512107A (nl) | 1976-01-30 |
| BE751445Q (fr) | 1970-11-16 |
| NL6800251A (enrdf_load_stackoverflow) | 1968-07-15 |
| FR8487M (enrdf_load_stackoverflow) | 1973-07-27 |
| CA960689A (en) | 1975-01-07 |
| SE352069B (enrdf_load_stackoverflow) | 1972-12-18 |
| FR8494M (enrdf_load_stackoverflow) | 1973-07-27 |
| NL147129B (nl) | 1975-09-15 |
| CH517690A (de) | 1972-01-15 |
| GB1211134A (en) | 1970-11-04 |
| HK26776A (en) | 1976-05-21 |
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