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

HRID 1964120
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반응식

HRID 1964120 반응식
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]O)=[CH:7][C:6]=1[C:13]([F:16])([F:15])[F:14])([CH3:3])[CH3:2].S(Cl)([Cl:19])=O>C1(C)C=CC=CC=1>[Cl:19][CH2:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[C:6]([C:13]([F:16])([F:15])[F:14])[CH:7]=1
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참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 63320666(4-Isopropoxy-3-(trifluoromethyl)phenyl)methanol

생성물 1

HCID 533782354-(Chloromethyl)-1-isopropoxy-2-(trifluoromethyl)benzene수율 92.3%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
75 °C

실험 절차

To a solution of (4-isopropoxy-3-(trifluoromethyl)phenyl)methanol (11.27 mmol) in toluene (20 mL) was added thionyl chloride (67.7 mmol). The reaction was stirred at 75° C. for 3 h. The mixture was diluted with hexanes, washed with water (twice), saturated NaHCO3, dried over MgSO4, and filtered. The solvent was removed under vacuum to give the title compound as an oil (10.4 mmol). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.29 (d, J=6.06 Hz, 6H), 4.75-4.85 (m, 3H), 7.30 (d, J=8.46 Hz, 1H), 7.63-7.70 (m, 2H).

후처리

  1. washwashed with water (twice), saturated NaHCO3
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customThe solvent was removed under vacuum

출처 및 근거

ORD 기록
ord-ed363a33faa7498cad8fd6257a6895d2
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415484B2

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