Thionyl Chloride → 4-(Chloromethyl)-1-(fluoromethoxy)-2-(trifluoromethyl)benzene

HRID 515711노트

반응식

HRID 515711 반응식
[F:1][CH2:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10]O)=[CH:6][C:5]=1[C:12]([F:15])([F:14])[F:13].S(Cl)([Cl:18])=O>>[Cl:18][CH2:10][C:7]1[CH:8]=[CH:9][C:4]([O:3][CH2:2][F:1])=[C:5]([C:12]([F:15])([F:14])[F:13])[CH:6]=1

참가 물질

3

반응물 2

HCID 24386Thionyl ChlorideHCID 67250584(4-(Fluoromethoxy)-3-(trifluoromethyl)phenyl)methanol

생성물 1

HCID 668477234-(Chloromethyl)-1-(fluoromethoxy)-2-(trifluoromethyl)benzene수율 80.3%

실험 절차

(4-(Fluoromethoxy)-3-(trifluoromethyl)phenyl)methanol (1.84 g, 8.21 mmol) was dissolved in thionyl chloride (8.09 mL, 111 mmol) and stirred for 3 h. The reaction was taken up in hexanes and washed with water (twice), saturated NaHCO3, and water. The organics were dried over MgSO4, filtered and concentrated under vacuum to give the title compound as a solid (1.60 g). 1H NMR (400 MHz, DMSO-d6) δ ppm 4.83 (s, 2H), 5.83-6.14 (d, J=53.1 Hz, 2H), 7.46 (d, J=8.46 Hz, 1H), 7.69-7.87 (m, 2H).

후처리

  1. washwashed with water (twice), saturated NaHCO3, and water
  2. dry with materialThe organics were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-b76405ddbc2a4510b29d4cdca064efb8
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108969B2

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