Ethyl Acetate → Ethyl 4-(2-formylphenylthio)butyrate

HRID 413582

반응식

HRID 413582 반응식
F[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].C(=O)([O-])[O-].[K+].[K+].[SH:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].C(OCC)(=O)C>CN(C)C=O>[CH:4]([C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[S:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:5]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 67970o-FluorobenzaldehydeHCID 271824Ethyl 4-sulfanylbutanoate

생성물 1

HCID 18533389Ethyl 4-(2-formylphenylthio)butyrate수율 67%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Under an argon atmosphere, 2-fluorobenzaldehyde (5 g) was dissolved in 15 ml of dimethylformamide and potassium carbonate (8.35 g) was added. Ethyl 4-mercaptobutyrate (8.6 ml) was added at room temperature and was stirred at room temperature for 14 hours. After the addition of 100 ml of ethyl acetate, the mixture was washed with 50 ml of water twice, 50 ml of a 0.5N hydrochloric acid, and 50 ml of water three times. After drying with anhydrous sodium sulfate, the mixture was concentrated. The concentrated matter was subjected to silica gel chromatography (hexane/ethyl acetate=4/1) purification. The resulting effective fractions were concentrated to yield ethyl 4-(2-formylphenylthio)butyrate (6.86 g, Yield 67%).

후처리

  1. washthe mixture was washed with 50 ml of water twice
  2. dry with materialAfter drying with anhydrous sodium sulfate
  3. concentrationthe mixture was concentrated
  4. customThe concentrated matter was subjected to silica gel chromatography (hexane/ethyl acetate=4/1) purification
  5. concentrationThe resulting effective fractions were concentrated

출처 및 근거

ORD 기록
ord-be89ac69ae664e8a997bd87039fc1230
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566535B1

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