Boron tribromide → 1-[2-Hydroxy-4-(methylthio)phenyl]ethanone

HRID 39030노트

반응식

HRID 39030 반응식
B(Br)(Br)Br.C[O:6][C:7]1[CH:12]=[C:11]([S:13][CH3:14])[CH:10]=[CH:9][C:8]=1[C:15](=[O:17])[CH3:16]>C(Cl)Cl>[OH:6][C:7]1[CH:12]=[C:11]([S:13][CH3:14])[CH:10]=[CH:9][C:8]=1[C:15](=[O:17])[CH3:16]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 13578023Ethanone, 1-[2-methoxy-4-(methylthio)phenyl]-

생성물 1

HCID 668786661-[2-Hydroxy-4-(methylthio)phenyl]ethanone수율 97.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Boron tribromide (19 ml, 1 N in DCM, 19 mmol) was added to a mixture of crude 1-[2-methoxy-4-(methylthio)phenyl]ethanone (3.6 g, 16.9 mmol) and DCM (25 ml) at 0° C. The mixture was brought to room temperature and stirred for 3 h. Ice/water was added, the organic phase was separated and the water phase was extracted with EtOAc. The combined organic phases were filtered through a short plug of silica (EtOAc) and were concentrated to give the title compound (3.0 g) MS m/z (rel. intensity, 70 eV) 183 (6), 182 (M+, 53), 168 (10), 167 (bp), 152 (6).

후처리

  1. customwas brought to room temperature
  2. customthe organic phase was separated
  3. extractionthe water phase was extracted with EtOAc
  4. filtrationThe combined organic phases were filtered through a short plug of silica (EtOAc)
  5. concentrationwere concentrated

출처 및 근거

ORD 기록
ord-7243f6522fda490f90dfef429367cc2e
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524766B2

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