Sodium Hydroxide → 2-Benzylpropane-1,3-diol

HRID 1939890

반응식

HRID 1939890 반응식
[CH2:1]([CH:8]([C:14](OCC)=[O:15])[C:9](OCC)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>CCOCC>[CH2:1]([CH:8]([CH2:9][OH:10])[CH2:14][OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 69090Diethyl 2-benzylpropanedioateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 5202412-Benzylpropane-1,3-diol수율 63.6%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

Slowly add a solution of diethyl 2-benzylmalonate (20 g) in Et2O (300 mL) to a slurry of LiAlH4 (6 g) in Et2O (300 mL), then heat the reaction mixture at reflux for 14 h. Carefully add 4N NaOH to the reaction mixture until there is no precipitate, then extract with EtOAc. Concentrate the organic layer and purify the crude product on a silica gel column, eluting with EtOAc to obtain 2-benzyl-1,3-propanediol (8.45 g).

후처리

  1. temperatureheat the reaction mixture
  2. temperatureat reflux for 14 h
  3. extractionextract with EtOAc
  4. concentrationConcentrate the organic layer
  5. custompurify the crude product on a silica gel column
  6. washeluting with EtOAc

출처 및 근거

ORD 기록
ord-88bac1799d3a4ae4a0f6d84a9b4445e2
출처 데이터셋
uspto-grants-1997_12
특허 번호
US05698548

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