JPS6210492B2 - - Google Patents
Info
- Publication number
- JPS6210492B2 JPS6210492B2 JP57182200A JP18220082A JPS6210492B2 JP S6210492 B2 JPS6210492 B2 JP S6210492B2 JP 57182200 A JP57182200 A JP 57182200A JP 18220082 A JP18220082 A JP 18220082A JP S6210492 B2 JPS6210492 B2 JP S6210492B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- phenoxybenzyl
- compound
- atom
- methylpropyl
- 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
- 150000001875 compounds Chemical class 0.000 claims description 48
- -1 3-phenoxybenzyl Chemical group 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- 238000005984 hydrogenation reaction Methods 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 230000000382 dechlorinating effect Effects 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 45
- 238000000034 method Methods 0.000 description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 8
- 125000005843 halogen group Chemical group 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 238000000921 elemental analysis Methods 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- 235000011121 sodium hydroxide Nutrition 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000002585 base Substances 0.000 description 4
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 150000001805 chlorine compounds Chemical class 0.000 description 4
- YREQHYQNNWYQCJ-UHFFFAOYSA-N etofenprox Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 YREQHYQNNWYQCJ-UHFFFAOYSA-N 0.000 description 4
- 238000007710 freezing Methods 0.000 description 4
- 230000008014 freezing Effects 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- XCOKKVWDJYSCRZ-UHFFFAOYSA-N 1-phenoxy-3-[(3-phenoxyphenyl)methoxymethyl]benzene Chemical class C=1C=CC(OC=2C=CC=CC=2)=CC=1COCC(C=1)=CC=CC=1OC1=CC=CC=C1 XCOKKVWDJYSCRZ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 150000001555 benzenes Chemical class 0.000 description 3
- 238000010504 bond cleavage reaction Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- KSCFJBIXMNOVSH-UHFFFAOYSA-N dyphylline Chemical group O=C1N(C)C(=O)N(C)C2=C1N(CC(O)CO)C=N2 KSCFJBIXMNOVSH-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- KGANAERDZBAECK-UHFFFAOYSA-N (3-phenoxyphenyl)methanol Chemical compound OCC1=CC=CC(OC=2C=CC=CC=2)=C1 KGANAERDZBAECK-UHFFFAOYSA-N 0.000 description 2
- UDONPJKEOAWFGI-UHFFFAOYSA-N 1-methyl-3-phenoxybenzene Chemical compound CC1=CC=CC(OC=2C=CC=CC=2)=C1 UDONPJKEOAWFGI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- HKOBKODJCMUGQJ-UHFFFAOYSA-N 1-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]-4-propoxybenzene Chemical compound C1=CC(OCCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 HKOBKODJCMUGQJ-UHFFFAOYSA-N 0.000 description 1
- XFZWDZVPNNVXTC-UHFFFAOYSA-N 1-[[2-methyl-2-[4-[(2-methylpropan-2-yl)oxy]phenyl]propoxy]methyl]-3-phenoxybenzene Chemical compound C1=CC(OC(C)(C)C)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 XFZWDZVPNNVXTC-UHFFFAOYSA-N 0.000 description 1
- ZUMUGQUYHYIFGL-UHFFFAOYSA-N 1-butan-2-yloxy-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]benzene Chemical compound C1=CC(OC(C)CC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 ZUMUGQUYHYIFGL-UHFFFAOYSA-N 0.000 description 1
- BZNNARQNZHZDFI-UHFFFAOYSA-N 1-butoxy-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]benzene Chemical compound C1=CC(OCCCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 BZNNARQNZHZDFI-UHFFFAOYSA-N 0.000 description 1
- BOSDHQKSMLVOJI-UHFFFAOYSA-N 1-ethoxy-4-[1-[[3-(2-fluorophenoxy)phenyl]methoxy]-2-methylpropan-2-yl]benzene Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C(=CC=CC=2)F)=C1 BOSDHQKSMLVOJI-UHFFFAOYSA-N 0.000 description 1
- PHYLKFYECAPGRC-UHFFFAOYSA-N 1-ethoxy-4-[1-[[3-(4-fluorophenoxy)phenyl]methoxy]-2-methylpropan-2-yl]benzene Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC(F)=CC=2)=C1 PHYLKFYECAPGRC-UHFFFAOYSA-N 0.000 description 1
- WQCKQNCLMBGJQS-UHFFFAOYSA-N 1-fluoro-2-(4-fluorophenoxy)-4-[[2-(4-methoxyphenyl)-2-methylpropoxy]methyl]benzene Chemical compound C1=CC(OC)=CC=C1C(C)(C)COCC1=CC=C(F)C(OC=2C=CC(F)=CC=2)=C1 WQCKQNCLMBGJQS-UHFFFAOYSA-N 0.000 description 1
- RBNLRYHTOMQUJX-UHFFFAOYSA-N 1-fluoro-4-[3-[[2-(4-methoxyphenyl)-2-methylpropoxy]methyl]phenoxy]benzene Chemical compound C1=CC(OC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC(F)=CC=2)=C1 RBNLRYHTOMQUJX-UHFFFAOYSA-N 0.000 description 1
- IIAXQLWARLLEKJ-UHFFFAOYSA-N 1-fluoro-4-[[2-methyl-2-(4-propoxyphenyl)propoxy]methyl]-2-phenoxybenzene Chemical compound C1=CC(OCCC)=CC=C1C(C)(C)COCC1=CC=C(F)C(OC=2C=CC=CC=2)=C1 IIAXQLWARLLEKJ-UHFFFAOYSA-N 0.000 description 1
- YAAKNBNVTBUIDT-UHFFFAOYSA-N 1-methoxy-4-[2-methyl-1-[(3-phenoxyphenyl)methoxy]propan-2-yl]benzene Chemical compound C1=CC(OC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 YAAKNBNVTBUIDT-UHFFFAOYSA-N 0.000 description 1
- PZVLIHKYDOZHAV-UHFFFAOYSA-N 2-[[2-(4-ethoxyphenyl)-2-methylpropoxy]methyl]-1-fluoro-4-phenoxybenzene Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC(OC=2C=CC=CC=2)=CC=C1F PZVLIHKYDOZHAV-UHFFFAOYSA-N 0.000 description 1
- WNRCEYDLTGUFFZ-UHFFFAOYSA-N 2-chloro-1-ethoxy-4-[1-[(4-fluoro-3-phenoxyphenyl)methoxy]-2-methylpropan-2-yl]benzene Chemical compound C1=C(Cl)C(OCC)=CC=C1C(C)(C)COCC1=CC=C(F)C(OC=2C=CC=CC=2)=C1 WNRCEYDLTGUFFZ-UHFFFAOYSA-N 0.000 description 1
- RXSANYQFZVGPHM-UHFFFAOYSA-N 4-[[2-(4-ethoxyphenyl)-2-methylpropoxy]methyl]-1-fluoro-2-(4-fluorophenoxy)benzene Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=C(F)C(OC=2C=CC(F)=CC=2)=C1 RXSANYQFZVGPHM-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- OWPRFVRIMPPGGC-UHFFFAOYSA-N CCOC1=C(C=C(C=C1)C(C(C)C)OC(C2=CC(=C(C=C2)OCC)Cl)C(C)C)Cl Chemical compound CCOC1=C(C=C(C=C1)C(C(C)C)OC(C2=CC(=C(C=C2)OCC)Cl)C(C)C)Cl OWPRFVRIMPPGGC-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000005695 dehalogenation reaction Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical class CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- VNKYTQGIUYNRMY-UHFFFAOYSA-N methoxypropane Chemical compound CCCOC VNKYTQGIUYNRMY-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- NGCRXXLKJAAUQQ-UHFFFAOYSA-N undec-5-ene Chemical compound CCCCCC=CCCCC NGCRXXLKJAAUQQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (17)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18220082A JPS5973535A (ja) | 1982-10-19 | 1982-10-19 | ３−フエノキシベンジル２−（４−アルコキシフエニル）−２−メチルプロピルエ−テル類の製造方法 |
| SE8305468A SE461790B (sv) | 1982-10-19 | 1983-10-05 | Foerfarande foer framstaellning av 3-fenoxibensyl-2-(4-alkoxifenyl)-2-metylpropyletrar |
| CA000438584A CA1241026A (en) | 1982-10-19 | 1983-10-07 | Process for producing 3-phenoxybenzyl 2-(4- alkoxyphenyl)-2-methylpropyl ethers |
| NL8303445A NL193373C (nl) | 1982-10-19 | 1983-10-07 | Werkwijze voor het bereiden van 3-fenoxybenzyl-2-(4-alkoxyfenyl)-2-methylpropylethers. |
| NZ21554383A NZ215543A (en) | 1982-10-19 | 1983-10-07 | Process for producing 2-(3-halogeno-4-alkoxyphenyl-2-methyl halide derivatives |
| US06/540,017 US4542243A (en) | 1982-10-19 | 1983-10-07 | Process for producing 3-phenoxybenzyl 2-(4-alkoxyphenyl)-2-methylpropyl ethers |
| NZ205897A NZ205897A (en) | 1982-10-19 | 1983-10-07 | Production of 3-phenoxybenzyl 2-(4-alkoxyphenyl)-2-methylpropyl ethers |
| GB08327046A GB2131424B (en) | 1982-10-19 | 1983-10-10 | Production of 3-phenoxybenzyl 2-(4-alkoxyphenyl)-2-methylpropyl ethers |
| DE19833337673 DE3337673A1 (de) | 1982-10-19 | 1983-10-17 | Verfahren zur herstellung von 3-phenoxybenzyl-2-(4-alkoxyphenyl)-2-methylpropyl-ethern |
| IT49169/83A IT1172346B (it) | 1982-10-19 | 1983-10-17 | Procedimento per produrre eteri 3-fenossibenzil-2-(4-alcossifenil)-2-metilpropilici |
| KR1019830004907A KR860001445B1 (ko) | 1982-10-19 | 1983-10-17 | 3-페녹시벤질 2-(4-알콕시페닐)-2-메틸프로필에테르의 제조방법 |
| AU20258/83A AU543155B2 (en) | 1982-10-19 | 1983-10-18 | Producing 3-phenoxybenzyl 2-(4-alkoxyphenyl)- 2 methylpropyl ethers |
| CH5652/83A CH658047A5 (fr) | 1982-10-19 | 1983-10-18 | Procede de preparation de 3-phenoxybenzyl-2-(4-alkoxyphenyl)-2-methylpropyl ethers. |
| SU833655355A SU1447275A3 (ru) | 1982-10-19 | 1983-10-18 | Способ получени производных феноксибензил-2-(4-алкоксифенил)-2-метилпропилового эфира |
| PH29716A PH19478A (en) | 1982-10-19 | 1983-10-19 | Process of producing 3-phenoxybenzyl 2-(4-alkoxyphenyl)-2-methylpropyl ethers |
| IN1286/CAL/83A IN159099B (sv) | 1982-10-19 | 1983-10-19 | |
| GB08600673A GB2170803B (en) | 1982-10-19 | 1986-01-13 | Process for producing 2-(4-alkoxy-3-halo-phenyl)-2-methylpropyl halides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18220082A JPS5973535A (ja) | 1982-10-19 | 1982-10-19 | ３−フエノキシベンジル２−（４−アルコキシフエニル）−２−メチルプロピルエ−テル類の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5973535A JPS5973535A (ja) | 1984-04-25 |
| JPS6210492B2 true JPS6210492B2 (sv) | 1987-03-06 |
Family
ID=16114098
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18220082A Granted JPS5973535A (ja) | 1982-10-19 | 1982-10-19 | ３−フエノキシベンジル２−（４−アルコキシフエニル）−２−メチルプロピルエ−テル類の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5973535A (sv) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0825947B2 (ja) * | 1985-04-19 | 1996-03-13 | 三井東圧化学株式会社 | ３−フェノキシベンジル ２−（４−アルコキシフェニル）−２−メチルプロピルエーテル類の製造方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5764632A (en) * | 1980-10-09 | 1982-04-19 | Mitsui Toatsu Chem Inc | Novel 2-arylethyl ether derivative and thioether derivative, their production and insecticide and acaricide |
-
1982
- 1982-10-19 JP JP18220082A patent/JPS5973535A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5764632A (en) * | 1980-10-09 | 1982-04-19 | Mitsui Toatsu Chem Inc | Novel 2-arylethyl ether derivative and thioether derivative, their production and insecticide and acaricide |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5973535A (ja) | 1984-04-25 |
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