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Sodium borohydride → 1-(5-Bromo-2-chlorophenyl)ethanol

HRID 245270
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HRID 245270 반응식
[BH4-].[Na+].[Br:3][C:4]1[CH:5]=[CH:6][C:7]([Cl:13])=[C:8]([C:10](=[O:12])[CH3:11])[CH:9]=1>CO>[Br:3][C:4]1[CH:5]=[CH:6][C:7]([Cl:13])=[C:8]([CH:10]([OH:12])[CH3:11])[CH:9]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 136281451-(5-Bromo-2-chlorophenyl)ethan-1-one

생성물 1

HCID 587626441-(5-Bromo-2-chlorophenyl)ethanol수율 99.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Sodium borohydride (1.182 g, 51.4 mmol) was added to a stirred solution of 1-(5-bromo-2-chlorophenyl)ethanone (10 g, 42.8 mmol) in methanol at 0° C. The resulting bubbling white mixture was allowed to warm to ambient temperature and stirred for 2 h. The reaction mixture was quenched with acetone (50 mL) and concentrated by rotary evaporation. The residue was partitioned between ethyl acetate and water. The organic phase was dried and concentrated to yield the title compound (10 g, 99% yield) as a white solid: 1H NMR (CDCl3) δ 7.75 (d, 1H), 7.32 (m, 1H), 7.19 (m, 1H), 5.23 (q, 1H), 1.95 (d, 1H), 1.48 (d, 3H).

후처리

  1. customThe resulting bubbling white mixture
  2. customThe reaction mixture was quenched with acetone (50 mL)
  3. concentrationconcentrated by rotary evaporation
  4. customThe residue was partitioned between ethyl acetate and water
  5. customThe organic phase was dried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f66bb4034f54490aa9fd35a241ad41b3
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08658791B2

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