Hydrochloric Acid → Methyl 2-(1-hydroxyethyl)-3-phenylpropionate

HRID 248711ノート

反応式

HRID 248711 の反応式
[C:1]([CH:4]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])(=[O:3])[CH3:2].[BH4-].[Na+].Cl>CO>[OH:3][CH:1]([CH:4]([CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:5]([O:7][CH3:8])=[O:6])[CH3:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 10679785Methyl 2-benzyl-3-oxobutanoate

生成物 1

HCID 15670376Methyl 2-(1-hydroxyethyl)-3-phenylpropionate収率 99.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

Methyl 2-acetyl-3-phenylpropionate (60 g) is dissolved in methanol (300 ml), and thereto is added portionwise sodium boro hydride (2.9 g) with stirring under ice cooling, and the mixture is stirred under ice cooling from 2 hours. The reaction mixture is adjusted to pH 1 with 10% hydrochloric acid, and methanol is distilled off under reduced pressure. The residue is extracted with ethyl acetate. The extract is washed with diluted aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and ethyl acetate is distilled off under reduced pressure to give methyl 2-(1-hydroxyethyl)-3-phenylpropionate (60.4 g). IR (film; cm-1): 3400 (broad), 1730

後処理

  1. stirringthe mixture is stirred under ice cooling from 2 hours
  2. distillationis distilled off under reduced pressure
  3. extractionThe residue is extracted with ethyl acetate
  4. washThe extract is washed with diluted aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate, and ethyl acetate
  6. distillationis distilled off under reduced pressure

出典と根拠

ORDレコード
ord-f0bca72d51944786b05d950898fb42bf
出典データセット
uspto-grants-1993_05
特許番号
US05210266

反応ノート

読み込み中…