SU910113A3 - Способ получени производных з-феноксибензальдегида - Google Patents
Способ получени производных з-феноксибензальдегида Download PDFInfo
- Publication number
- SU910113A3 SU910113A3 SU762439451A SU2439451A SU910113A3 SU 910113 A3 SU910113 A3 SU 910113A3 SU 762439451 A SU762439451 A SU 762439451A SU 2439451 A SU2439451 A SU 2439451A SU 910113 A3 SU910113 A3 SU 910113A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- phenoxybenzaldehyde
- alkali metal
- phenol
- derivatives
- bromobenzaldehyde
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 12
- MRLGCTNJRREZHZ-UHFFFAOYSA-N 3-phenoxybenzaldehyde Chemical class O=CC1=CC=CC(OC=2C=CC=CC=2)=C1 MRLGCTNJRREZHZ-UHFFFAOYSA-N 0.000 title description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- SUISZCALMBHJQX-UHFFFAOYSA-N 3-bromobenzaldehyde Chemical class BrC1=CC=CC(C=O)=C1 SUISZCALMBHJQX-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 5
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- IMPIIVKYTNMBCD-UHFFFAOYSA-N 2-phenoxybenzaldehyde Chemical class O=CC1=CC=CC=C1OC1=CC=CC=C1 IMPIIVKYTNMBCD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000010 aprotic solvent Substances 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract description 5
- -1 alkali metal salt Chemical class 0.000 abstract description 5
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052802 copper Inorganic materials 0.000 abstract description 2
- 239000010949 copper Substances 0.000 abstract description 2
- 239000005749 Copper compound Substances 0.000 abstract 1
- 150000001880 copper compounds Chemical class 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- GHPYJLCQYMAXGG-WCCKRBBISA-N (2R)-2-amino-3-(2-boronoethylsulfanyl)propanoic acid hydrochloride Chemical compound Cl.N[C@@H](CSCCB(O)O)C(O)=O GHPYJLCQYMAXGG-WCCKRBBISA-N 0.000 description 1
- KGANAERDZBAECK-UHFFFAOYSA-N (3-phenoxyphenyl)methanol Chemical compound OCC1=CC=CC(OC=2C=CC=CC=2)=C1 KGANAERDZBAECK-UHFFFAOYSA-N 0.000 description 1
- GXUQMKBQDGPMKZ-UHFFFAOYSA-N 2-hydroxy-2-(3-phenoxyphenyl)acetonitrile Chemical compound N#CC(O)C1=CC=CC(OC=2C=CC=CC=2)=C1 GXUQMKBQDGPMKZ-UHFFFAOYSA-N 0.000 description 1
- YGNWPJYYSGTPFP-UHFFFAOYSA-N 3-(2-methoxyphenoxy)benzaldehyde Chemical group COC1=CC=CC=C1OC1=CC=CC(C=O)=C1 YGNWPJYYSGTPFP-UHFFFAOYSA-N 0.000 description 1
- SRWILAKSARHZPR-UHFFFAOYSA-N 3-chlorobenzaldehyde Chemical compound ClC1=CC=CC(C=O)=C1 SRWILAKSARHZPR-UHFFFAOYSA-N 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229940113088 dimethylacetamide Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-M hydrosulfide Chemical compound [SH-] RWSOTUBLDIXVET-UHFFFAOYSA-M 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- RKHQZMOCQHXUBC-UHFFFAOYSA-N phenol;potassium Chemical compound [K].OC1=CC=CC=C1 RKHQZMOCQHXUBC-UHFFFAOYSA-N 0.000 description 1
- PYOZTOXFQNWBIS-UHFFFAOYSA-N phenol;sodium Chemical compound [Na].OC1=CC=CC=C1 PYOZTOXFQNWBIS-UHFFFAOYSA-N 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/59—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
-
- 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB23770/75A GB1539733A (en) | 1975-06-02 | 1975-06-02 | Preparation of 3-phenoxybenzaldehydes |
Publications (1)
Publication Number | Publication Date |
---|---|
SU910113A3 true SU910113A3 (ru) | 1982-02-28 |
Family
ID=10201046
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU762439451A SU910113A3 (ru) | 1975-06-02 | 1976-05-31 | Способ получени производных з-феноксибензальдегида |
Country Status (24)
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0006155A1 (de) * | 1978-06-08 | 1980-01-09 | Ciba-Geigy Ag | 3-Phenoxybenzylamine sowie 3-Benzylbenzylamine und Verfahren zu ihrer Herstellung |
US4691033A (en) * | 1985-12-20 | 1987-09-01 | Hardwicke Chemical Company | Process for preparing 3-phenoxybenzaldehydes |
GB2185016B (en) * | 1985-12-20 | 1989-11-29 | Hardwicke Chemical Co | Process for preparing 3-phenoxybenzaldehydes |
EP3816155A1 (en) | 2013-08-23 | 2021-05-05 | Virginia Commonwealth University | Ester nitrates derivatives of aromatic aldehydes with multiple pharmalogic properties to treat sickle cell disease |
FR3031977B1 (fr) | 2015-01-22 | 2018-04-20 | Centre National De La Recherche Scientifique | Procede de fabrication d'une resine ablative |
FR3031978B1 (fr) | 2015-01-22 | 2018-04-20 | Centre National De La Recherche Scientifique | Procede de fabrication d'une resine ablative |
CN110256285B (zh) * | 2019-07-09 | 2022-03-18 | 上海出入境检验检疫局动植物与食品检验检疫技术中心 | 一种稳定同位素标记拟除虫菊酯的合成方法 |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR818032A (fr) * | 1936-02-29 | 1937-09-16 | Geigy Ag J R | Procédé pour la préparation d'aldéhydes de la série des éthers diaryliques ou polyaryliques |
-
1975
- 1975-06-02 GB GB23770/75A patent/GB1539733A/en not_active Expired
-
1976
- 1976-04-28 CA CA251,331A patent/CA1075246A/en not_active Expired
- 1976-05-25 BE BE1007409A patent/BE842177A/xx not_active IP Right Cessation
- 1976-05-31 FR FR7616352A patent/FR2313340A1/fr active Granted
- 1976-05-31 CH CH680776A patent/CH601155A5/xx not_active IP Right Cessation
- 1976-05-31 IL IL49686A patent/IL49686A/xx unknown
- 1976-05-31 AU AU14444/76A patent/AU500419B2/en not_active Expired
- 1976-05-31 SU SU762439451A patent/SU910113A3/ru active
- 1976-05-31 DK DK238676A patent/DK238676A/da not_active Application Discontinuation
- 1976-05-31 SE SE7606116A patent/SE7606116L/xx unknown
- 1976-05-31 BR BR7603435A patent/BR7603435A/pt unknown
- 1976-05-31 DE DE19762624360 patent/DE2624360A1/de not_active Withdrawn
- 1976-05-31 IT IT23800/76A patent/IT1060881B/it active
- 1976-05-31 NO NO761850A patent/NO761850L/no unknown
- 1976-05-31 ES ES448384A patent/ES448384A1/es not_active Expired
- 1976-05-31 IE IE1151/76A patent/IE42827B1/en unknown
- 1976-05-31 AR AR263460A patent/AR210130A1/es active
- 1976-05-31 JP JP51062449A patent/JPS5944294B2/ja not_active Expired
- 1976-05-31 TR TR19245A patent/TR19245A/xx unknown
- 1976-05-31 LU LU75055A patent/LU75055A1/xx unknown
- 1976-05-31 NL NL7605830A patent/NL7605830A/xx not_active Application Discontinuation
- 1976-05-31 DD DD193099A patent/DD124378A5/xx unknown
- 1976-06-01 ZA ZA763220A patent/ZA763220B/xx unknown
- 1976-06-02 HU HU76SE1837A patent/HU173926B/hu not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
TR19245A (tr) | 1978-08-02 |
BR7603435A (pt) | 1977-02-15 |
CA1075246A (en) | 1980-04-08 |
ZA763220B (enrdf_load_stackoverflow) | 1977-05-25 |
GB1539733A (en) | 1979-01-31 |
NO761850L (enrdf_load_stackoverflow) | 1976-12-03 |
SE7606116L (sv) | 1976-12-03 |
JPS5944294B2 (ja) | 1984-10-29 |
AU1444476A (en) | 1977-12-08 |
LU75055A1 (enrdf_load_stackoverflow) | 1977-02-15 |
AR210130A1 (es) | 1977-06-30 |
FR2313340B1 (enrdf_load_stackoverflow) | 1978-11-17 |
NL7605830A (nl) | 1976-12-06 |
DE2624360A1 (de) | 1976-12-16 |
DD124378A5 (enrdf_load_stackoverflow) | 1977-02-16 |
DK238676A (da) | 1976-12-03 |
IL49686A (en) | 1979-05-31 |
IT1060881B (it) | 1982-09-30 |
IE42827L (en) | 1976-12-02 |
HU173926B (hu) | 1979-09-28 |
IL49686A0 (en) | 1976-07-30 |
FR2313340A1 (fr) | 1976-12-31 |
IE42827B1 (en) | 1980-10-22 |
CH601155A5 (enrdf_load_stackoverflow) | 1978-06-30 |
AU500419B2 (en) | 1979-05-24 |
ES448384A1 (es) | 1977-08-01 |
BE842177A (nl) | 1976-11-25 |
JPS51143638A (en) | 1976-12-10 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Wang et al. | The Knoevenagel condensation of aromatic aldehydes with malononitrile or ethyl cyanoacetate in the presence of CTMAB in water | |
US4152352A (en) | Process for the carbonylation of aralkylhalides | |
JPS6319505B2 (enrdf_load_stackoverflow) | ||
SU910113A3 (ru) | Способ получени производных з-феноксибензальдегида | |
US10364203B2 (en) | Method for preparing phenolics using a catalyst | |
EP0169688B1 (en) | Process for preparing anti-inflammatory cycloalkylidenemethylphenylacetic acid derivatives | |
US4188341A (en) | Process for the production of (substituted) 2,6-dimethylanilines | |
KOBAYASHI et al. | Studies on organic fluorine compounds. XXII. Synthesis and reactions of (trifluoromethyl) benzofurans | |
US4183861A (en) | Process for preparing aromatic methylene-dioxy compounds | |
Youn et al. | Highly diastereoselective additions of methoxyallene and acetylenes to chiral α-keto amidesElectronic supplementary information (ESI) available: synthesis and spectroscopic data for 4b, 5g, 6b and 7b. See http://www. rsc. org/suppdata/cc/b1/b100355k | |
US4162269A (en) | Purification process for 3-phenoxybenzaldehyde | |
Causey et al. | A Practical Synthesis of Azetidine | |
JPS63145262A (ja) | トリフルオロメチルベンゾニトリルの製造方法 | |
JP2594826B2 (ja) | p−またはm−ヒドロキシフェネチルアルコールの製造法 | |
CN114436851B (zh) | 一种n,n-二甲基苄胺及其衍生物的制备方法 | |
JPH0327345A (ja) | フェネチルアミン類の製造方法 | |
Farrissey Jr et al. | Condensation of p-nitrotoluene with aldehydes | |
CN108623529B (zh) | 一种噁嗪草酮的制备方法 | |
SU1512966A1 (ru) | Способ получени 4-(метиламино)-бифенила | |
SU633481A3 (ru) | Способ получени 2-тиенил(4-метил-2-пиридил)-кетона | |
US4202835A (en) | Preparation of α-cyano-3-phenoxy-benzyl alcohol | |
US4806656A (en) | Preparation of N-thienyl-chloroacetamides and tetrahydro-thien-3-ylidenimines | |
JPH04182452A (ja) | 脂肪族ジカルボン酸モノエステルの製造方法 | |
KR860000997B1 (ko) | 3,3'-또는 3,4'-디아미노디페닐메탄 제조방법 | |
SU1225839A1 (ru) | Способ получени 1-винил-бензимидазол-2-она |