Acetic Acid → (3S)-3-acetyloxy-4-bromobutanoic acid

HRID 1356567

反応式

HRID 1356567 の反応式
[OH:1][C@@H:2]1[CH2:7][O:6][C:4](=[O:5])[CH2:3]1.[BrH:8].[C:9]([OH:12])(=O)[CH3:10]>C(Cl)Cl>[C:9]([O:1][C@H:2]([CH2:7][Br:8])[CH2:3][C:4]([OH:6])=[O:5])(=[O:12])[CH3:10]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 72693893-Hydroxybutyrolactone, (3S)-

生成物 1

HCID 2733880(3S)-3-acetyloxy-4-bromobutanoic acid収率 95%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

To a 2 l of three-necked flask equipped with reflux condenser, thermometer and mechanical stirrer were charged (S)-3-hydroxy-γ-butyrolactone (102 g) and 30% of hydrobromic acid in acetic acid (675 g, 2.5 eq.). The mixture was stirred at 40° C. for 3 hours. After cooling the reaction mixture, methylene chloride (1000 ml) was added to it. The reaction mixture was washed with aqueous solution of sodium acetate. The organic layer was separated, dried over magnesium sulfate, and concentrated to afford (S)-3-acetoxy-4-bromobutyric acid (213 g, 95%).

後処理

  1. customTo a 2 l of three-necked flask equipped
  2. temperaturewith reflux condenser
  3. additionwas added to it
  4. washThe reaction mixture was washed with aqueous solution of sodium acetate
  5. customThe organic layer was separated
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-811ace35f479451696a4894ed030bdba
出典データセット
uspto-grants-2003_07
特許番号
US06586616B1

関連ノート

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