Methyl 2-phenylthio-2-(3-phenoxyphenyl)propionate → Methyl 2-(3-phenoxyphenyl)propanoate

HRID 1277763노트

반응식

HRID 1277763 반응식
C1(S[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:15]=2)([CH3:13])[C:9]([O:11][CH3:12])=[O:10])C=CC=CC=1>C(O)C.[Ni]>[O:20]([C:16]1[CH:15]=[C:14]([CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])[CH:19]=[CH:18][CH:17]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

참가 물질

4

반응물 1

HCID 20556693Methyl 2-phenylthio-2-(3-phenoxyphenyl)propionate

생성물 1

HCID 529082Methyl 2-(3-phenoxyphenyl)propanoate수율 90.7%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매2회

실험 절차

Methyl α-phenylthio-α-(m-phenoxyphenyl)propionate (210 mg) was dissolved in 1 ml of ethanol. An ethanol suspension (5 ml) of 2 cc of Raney nickel (W-II) was added, and the mixture was stirred at room temperature for 5 hours. The reaction mixture was filtered, and the insoluble matter was washed with 50 ml of methanol. The filtrate and the washing were combined, and concentrated under reduced pressure. Methylene chloride (30 ml) was added to the residue, and the insoluble matter was separated by filtration. The filtrate was concentrated under reduced pressure, and the residue was chromatographed on a column of silica gel using benzene as an eluent to afford 134 mg of methyl α-(m-phenoxyphenyl)propionate in a yield of 90%.

후처리

  1. filtrationThe reaction mixture was filtered
  2. washthe insoluble matter was washed with 50 ml of methanol
  3. concentrationconcentrated under reduced pressure
  4. additionMethylene chloride (30 ml) was added to the residue
  5. customthe insoluble matter was separated by filtration
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customthe residue was chromatographed on a column of silica gel

출처 및 근거

ORD 기록
ord-9c4576dbaa674f55a692d713461e1843
출처 데이터셋
uspto-grants-1981_07
특허 번호
US04278802

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