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

HRID 1964129노트

반응식

HRID 1964129 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-4d9ddac7e6df44e48e7b0e8feb03df7b
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415484B2

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