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

HRID 515711ノート

反応式

HRID 515711 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

実験手順

(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).

後処理

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

出典と根拠

ORDレコード
ord-b76405ddbc2a4510b29d4cdca064efb8
出典データセット
uspto-grants-2015_08
特許番号
US09108969B2

反応ノート

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