Butanoic acid, 3-(acetyloxy)-2-methylene-, ethyl ester → ethyl 2-[(1R)-1-hydroxyethyl]acrylate

HRID 2255658ノート

反応式

HRID 2255658 の反応式
C([O:4][CH:5]([C:7](=[CH2:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:6])(=O)C>P([O-])([O-])([O-])=O>[OH:4][C@@H:5]([C:7](=[CH2:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:6]

参加物

3

反応物 1

HCID 11063122Butanoic acid, 3-(acetyloxy)-2-methylene-, ethyl ester

生成物 1

HCID 10975602ethyl 2-[(1R)-1-hydroxyethyl]acrylate収率 38.5%

試薬・触媒・溶媒 1

HCID 1061Phosphate溶媒

実験手順

A mixture of ethyl 2-(1-acetoxyethyl)acrylate (1 g) and Lipase (0.25 g) in 0.1M phosphate buffer solution (pH 7.0) (80 ml) was stirred at room temperature for 60 hours. The whole mixture was extracted three times with ethyl acetate and the combined extracts were dried over magnesium sulfate. After removal of the solvent in vacuo, the crude product was purified by column chromatography on silica gel (eluent : a mixture of hexane and ethyl acetate, 2:1) to give ethyl 2-[(1R)-1-hydroxyethyl]acrylate (298 mg).

後処理

  1. extractionThe whole mixture was extracted three times with ethyl acetate
  2. dry with materialthe combined extracts were dried over magnesium sulfate
  3. customAfter removal of the solvent in vacuo
  4. customthe crude product was purified by column chromatography on silica gel (eluent
  5. additiona mixture of hexane and ethyl acetate, 2:1)

出典と根拠

ORDレコード
ord-dff8629690a9455aab14e563d877a906
出典データセット
uspto-grants-1993_08
特許番号
US05241064

反応ノート

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