Borane;tetrahydrofuran → (4-Bromo-3-(trifluoromethyl)phenyl)methanol

HRID 592136노트

반응식

HRID 592136 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].B.C1COCC1>C1COCC1>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][OH:7])=[CH:4][C:3]=1[C:11]([F:12])([F:13])[F:14]

참가 물질

4

반응물 2

HCID 2723981Borane;tetrahydrofuranHCID 247213904-Bromo-3-(trifluoromethyl)benzoic acid

생성물 1

HCID 45933700(4-Bromo-3-(trifluoromethyl)phenyl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 4-bromo-3-(trifluoromethyl)benzoic acid 46-2 (1.35 g, 5 mmol) in THF (10 mL) was added 1M BH3.THF in THF (20 mL) slowly at 0° C. The mixture was warmed up to room temperature and stirred for 4 hours. The reaction was quenched with water at 0° C. All the solvents were evaporated and the residue was redissolved in ethyl acetate (100 mL), washed with saturated NaHCO3 aqueous solution, water and brine, dried over Na2SO4, and then concentrated. The crude product was purified by silica gel flash chromatography, eluted with 40% ethyl acetate in hexane to give (4-bromo-3-(trifluoromethyl)phenyl)methanol 46-3 as white solid. MS m/z 237.1 (M+1)

후처리

  1. customThe reaction was quenched with water at 0° C
  2. customAll the solvents were evaporated
  3. dissolutionthe residue was redissolved in ethyl acetate (100 mL)
  4. washwashed with saturated NaHCO3 aqueous solution, water and brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customThe crude product was purified by silica gel flash chromatography
  8. washeluted with 40% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-108c546b80b64ecba3619fd5bf3c5b78
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238646B2

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