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

HRID 406618ノート

反応式

HRID 406618 の反応式
[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]

参加物

4

反応物 2

HCID 962Water2 回HCID 596356585-Methoxy-4-phenyl-pentane-1,2,4-triol

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-55f9b667f88f4dae891ef07e78fd513b
出典データセット
uspto-grants-2014_06
特許番号
US08754076B2

反応ノート

読み込み中…