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

HRID 1356567

반응식

HRID 1356567 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-811ace35f479451696a4894ed030bdba
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586616B1

연결된 노트

불러오는 중…