Water → [3-Bromo-5-(trifluoromethyl)phenyl]methanol

HRID 355369

반응식

HRID 355369 반응식
[BH4-].[Li+].[Br:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=1)[C:7](OC)=[O:8].O>CCOCC.[NH4+].[Cl-]>[Br:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([C:14]([F:15])([F:16])[F:17])[CH:13]=1)[CH2:7][OH:8]

참가 물질

6

반응물 3

HCID 962WaterHCID 4148881Lithium borohydrideHCID 18942156Methyl 3-bromo-5-(trifluoromethyl)benzoate

생성물 1

HCID 29919767[3-Bromo-5-(trifluoromethyl)phenyl]methanol수율 94.7%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 25517Ammonium Chloride용매

실험 절차

Lithium borohydride (22 0mg) was added in a single portion to a stirred solution of methyl 3-bromo-5-(trifluoromethyl)benzoate (2.46 g) in ether (60 ml) containing water (156 ml). The resulting solution was stirred for 4 hours at room temperature, at which point the reaction mixture was diluted with saturated aqueous NH4Cl solution (50 ml). The organic layers were separated, dried over MgSO4, filtered and the solvent removed under reduced pressure to give 3-bromo-5-(trifluoromethyl)benzyl alcohol as a clear oil (2.1 g).1H NMR (360 MHz,CDCl3) δ 1.83 (1H, br s), 4.76 (2H,s), 7.47 (1H, s), 7.56 (1H, s), 7. 68 (1H, s).

후처리

  1. customThe organic layers were separated
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-917a6a113bd240b086d0b393ab3ee70e
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05830892

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