Water → 3-Hydroxy-4-methoxy-3-phenyl-butyraldehyde

HRID 470407노트

반응식

HRID 470407 반응식
[CH3:1][O:2][CH2:3][C:4]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([OH:10])[CH2:5][CH:6]([OH:9])CO.O>ClCCl>[OH:10][C:4]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)([CH2:3][O:2][CH3:1])[CH2:5][CH:6]=[O:9]

참가 물질

4

반응물 2

HCID 962Water2회HCID 596356585-Methoxy-4-phenyl-pentane-1,2,4-triol

생성물 1

HCID 596356773-Hydroxy-4-methoxy-3-phenyl-butyraldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

NalOt (5.20 g) was added to a mixture of 5-methoxy-4-phenyl-pentane-1,2,4-triol (1.10 g), dichloromethane (10 mL), and water (5 mL) chilled in an ice bath. The mixture was stirred vigorously while warming to ambient temperature in the cooling bath and further stirred at this temperature overnight. Then, water (20 mL) and dichloromethane (50 mL) were added, the organic layer was separated, and the aqueous layer was extracted with dichloromethane (2×25 mL). The combined organic phases were washed with water and dried (MgSO4). After removal of the solvent, the title compound was yielded which was directly submitted to the next reaction step (glycol cleavage).

후처리

  1. temperaturechilled in an ice bath
  2. stirringfurther stirred at this temperature overnight
  3. customthe organic layer was separated
  4. extractionthe aqueous layer was extracted with dichloromethane (2×25 mL)
  5. washThe combined organic phases were washed with water
  6. dry with materialdried (MgSO4)
  7. customAfter removal of the solvent

출처 및 근거

ORD 기록
ord-a14e607378c4484db1c6ea7159671357
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629138B2

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