Sodium borohydride → 1-(5-Amino-4-bromo-2-chloro-phenyl)-ethanol

HRID 1691825ノート

反応式

HRID 1691825 の反応式
[NH2:1][C:2]1[C:3]([Br:12])=[CH:4][C:5]([Cl:11])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1.[BH4-].[Na+]>CO>[NH2:1][C:2]1[C:3]([Br:12])=[CH:4][C:5]([Cl:11])=[C:6]([CH:8]([OH:10])[CH3:9])[CH:7]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 593778291-(5-Amino-4-bromo-2-chlorophenyl)ethan-1-one

生成物 1

HCID 593778031-(5-Amino-4-bromo-2-chloro-phenyl)-ethanol収率 77.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 1-(5-amino-4-bromo-2-chloro-phenyl)-ethanone (0.25 g, 1.00 mmol) in methanol (5 ml) was added NaBH4 (0.076 g, 2.01 mmol). The mixture was stirred at room temperature for two hours, then quenched by addition of 2N HCl and taken to neutral pH with pH7 buffer. The mixture was extracted with dichloromethane, and the combined organic layers were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/7:3) gave 1-(5-amino-4-bromo-2-chloro-phenyl)-ethanol 0.195 g (77%) as a clear oil.

後処理

  1. customquenched by addition of 2N HCl
  2. extractionThe mixture was extracted with dichloromethane
  3. washthe combined organic layers were washed with water and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under reduced pressure
  7. customPurification of the residue by flash chromatography (hex:EtOAc/7:3)

出典と根拠

ORDレコード
ord-b58ab81e793548f4a3a15abae358b3ff
出典データセット
uspto-grants-2012_04
特許番号
US08153809B2

反応ノート

読み込み中…