Sodium borohydride → N-[4-(2-bromo-1-hydroxyethyl)phenyl]acetamide

HRID 23693

반응식

HRID 23693 반응식
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1)=[O:4].[BH4-].[Na+]>C(OCC)C.O>[Br:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:14])[CH3:13])=[CH:7][CH:6]=1)[OH:4]

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 12364739N-[4-(2-Bromoacetyl)Phenyl]Acetamide

생성물 1

HCID 22563212N-[4-(2-bromo-1-hydroxyethyl)phenyl]acetamide수율 18.9%

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

To a solution of N-[4-(2-bromoacetyl)phenyl]acetamide (2.1 g, 0.0082 mol, in 30 mL of methanol) was introduced solid NaBH4 (1.0 g, 0.026 mol) at 0° C. and stirred at that temperature for 15 minutes. The mixture was diluted with diethyl ether (20 mL) and water (20 mL). The ether phase was separated and the aqueous phase was extracted with diethyl ether. The ether phases were combined and washed with brine, dried. Purification on a silica gel column gave the title compound as a white solid (0.40 g).

후처리

  1. customThe ether phase was separated
  2. extractionthe aqueous phase was extracted with diethyl ether
  3. washwashed with brine
  4. customdried
  5. customPurification on a silica gel column

출처 및 근거

ORD 기록
ord-8ad6315898104647b2eb53bf2349ec6b
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852731B2

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