JPS6334856B2 - - Google Patents
Info
- Publication number
- JPS6334856B2 JPS6334856B2 JP4129180A JP4129180A JPS6334856B2 JP S6334856 B2 JPS6334856 B2 JP S6334856B2 JP 4129180 A JP4129180 A JP 4129180A JP 4129180 A JP4129180 A JP 4129180A JP S6334856 B2 JPS6334856 B2 JP S6334856B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- ester
- dialkoxymethane
- halomethylphenyl
- propionic acid
- 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
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 16
- 150000002148 esters Chemical class 0.000 claims description 16
- 239000002841 Lewis acid Substances 0.000 claims description 10
- 150000007517 lewis acids Chemical class 0.000 claims description 10
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 claims description 8
- YPGCWEMNNLXISK-UHFFFAOYSA-N hydratropic acid Chemical compound OC(=O)C(C)C1=CC=CC=C1 YPGCWEMNNLXISK-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 235000019260 propionic acid Nutrition 0.000 claims description 8
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 5
- 239000002994 raw material Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XJUZRXYOEPSWMB-UHFFFAOYSA-N Chloromethyl methyl ether Chemical compound COCCl XJUZRXYOEPSWMB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 3
- 229940061627 chloromethyl methyl ether Drugs 0.000 description 3
- 239000012442 inert solvent Substances 0.000 description 3
- KUAZONGQIBBKOP-UHFFFAOYSA-N methyl 2-[4-(chloromethyl)phenyl]propanoate Chemical compound COC(=O)C(C)C1=CC=C(CCl)C=C1 KUAZONGQIBBKOP-UHFFFAOYSA-N 0.000 description 3
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- -1 aluminum bromide Chemical compound 0.000 description 2
- 230000000711 cancerogenic effect Effects 0.000 description 2
- 239000003183 carcinogenic agent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- UTUVIKZNQWNGIM-UHFFFAOYSA-N ethyl 2-phenylpropanoate Chemical compound CCOC(=O)C(C)C1=CC=CC=C1 UTUVIKZNQWNGIM-UHFFFAOYSA-N 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- QQXBRVQJMKBAOZ-UHFFFAOYSA-N 2-[4-(bromomethyl)phenyl]propanoic acid Chemical group OC(=O)C(C)C1=CC=C(CBr)C=C1 QQXBRVQJMKBAOZ-UHFFFAOYSA-N 0.000 description 1
- KIFZXXOBDKAFPG-UHFFFAOYSA-N 2-[4-(chloromethyl)phenyl]propanoic acid Chemical compound OC(=O)C(C)C1=CC=C(CCl)C=C1 KIFZXXOBDKAFPG-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 238000009835 boiling Methods 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
- 231100000357 carcinogen Toxicity 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 230000005802 health problem Effects 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- DZIQUZJSNSZOCH-UHFFFAOYSA-N methyl 2-phenylpropanoate Chemical compound COC(=O)C(C)C1=CC=CC=C1 DZIQUZJSNSZOCH-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4129180A JPS56138140A (en) | 1980-03-31 | 1980-03-31 | Preparation of 2- p-halomethylphenyl propionic acid or its ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4129180A JPS56138140A (en) | 1980-03-31 | 1980-03-31 | Preparation of 2- p-halomethylphenyl propionic acid or its ester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56138140A JPS56138140A (en) | 1981-10-28 |
| JPS6334856B2 true JPS6334856B2 (zh) | 1988-07-12 |
Family
ID=12604337
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4129180A Granted JPS56138140A (en) | 1980-03-31 | 1980-03-31 | Preparation of 2- p-halomethylphenyl propionic acid or its ester |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56138140A (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63167550U (zh) * | 1987-04-22 | 1988-11-01 |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3237475C2 (de) * | 1981-10-14 | 1984-05-30 | Kureha Kagaku Kogyo K.K., Nihonbashi, Tokyo | 2-[p-(2-substituierte oder unsubstituierte-3,3,3-Trifluorpropyl)-phenyl]-propionsäuren, deren Salze sowie solche Verbindungen enthaltende Arzneimittel |
| KR100220645B1 (ko) * | 1997-07-04 | 1999-09-15 | 구광시 | 벤젠유도체의 제조방법 |
| KR100448640B1 (ko) * | 1997-08-01 | 2004-11-16 | 주식회사 코오롱 | 페닐프로피온산 유도체의 제조방법 |
| KR19990015050A (ko) * | 1997-08-01 | 1999-03-05 | 구광시 | 페닐프로피온산 유도체의 제조방법 |
| KR100448642B1 (ko) * | 1997-08-01 | 2004-11-16 | 주식회사 코오롱 | 페닐프로피온산 유도체의 제조방법 |
| KR100448641B1 (ko) * | 1997-08-01 | 2004-11-16 | 주식회사 코오롱 | 2-(4-할로메틸페닐)프로피온산의 제조 방법 |
| CN106349051A (zh) * | 2016-08-25 | 2017-01-25 | 宁波博撷化学科技有限公司 | 一种2‑(4‑氯甲基苯基)丙酸甲酯的制备方法 |
-
1980
- 1980-03-31 JP JP4129180A patent/JPS56138140A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63167550U (zh) * | 1987-04-22 | 1988-11-01 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56138140A (en) | 1981-10-28 |
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