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

HRID 413582

反応式

HRID 413582 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 18533389Ethyl 4-(2-formylphenylthio)butyrate収率 67%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-be89ac69ae664e8a997bd87039fc1230
出典データセット
uspto-grants-2003_05
特許番号
US06566535B1

関連ノート

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