Methanol → alpha-Methylthio-alpha-(m-phenoxyphenyl)propionic acid

HRID 614261

반응식

HRID 614261 반응식
CO.[CH3:3][S:4][C:5]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:12]=1)([CH3:10])[C:6]([O:8]C)=[O:7].[OH-].[Na+]>O>[CH3:3][S:4][C:5]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:12]=1)([CH3:10])[C:6]([OH:8])=[O:7]

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 12917662Methyl alpha-methylthio-alpha-(m-phenoxyphenyl)propionate

생성물 1

HCID 12917672alpha-Methylthio-alpha-(m-phenoxyphenyl)propionic acid수율 99.3%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

Methanol (4 ml) and 2 ml of water were added to 663 mg of methyl α-methylthio-α-(m-phenoxyphenyl)propionate, and then 300 mg of sodium hydroxide was added. The mixture was heated under reflux for 2 hours. The mixture was diluted with 30 ml of water, and extracted with 10 ml of diethyl ether. The aqueous layer was acidified with about 1 ml of conc. hydrochloric acid, and extracted three times with 20 ml of diethyl ether. The organic layer was washed with 10 ml of water, and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave 628 mg of α-methylthio-α-(m-phenoxyphenyl)propionic acid as an oil in a yield of 99%. This product crystallized on standing at room temperature. Recrystallization from hexane/carbon tetrachloride afforded colorless crystals having a melting point of 87° to 88° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. extractionextracted with 10 ml of diethyl ether
  4. extractionextracted three times with 20 ml of diethyl ether
  5. washThe organic layer was washed with 10 ml of water
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationConcentration under reduced pressure

출처 및 근거

ORD 기록
ord-e24f4a94d1b1412eac7589469fdb9be3
출처 데이터셋
uspto-grants-1979_03
특허 번호
US04144248

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