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

HRID 1939890

反応式

HRID 1939890 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 5202412-Benzylpropane-1,3-diol収率 63.6%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-88bac1799d3a4ae4a0f6d84a9b4445e2
出典データセット
uspto-grants-1997_12
特許番号
US05698548

関連ノート

読み込み中…