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

HRID 248711노트

반응식

HRID 248711 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-f0bca72d51944786b05d950898fb42bf
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210266

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