Thionyl Chloride → 3-(Methylsulfonyl)-5-(trifluoromethyl)benzoyl chloride

HRID 403398ノート

反応式

HRID 403398 の反応式
ClC1N=NC(N(C)[C:9](=[O:24])[C:10]2[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:11]=2)=C(C2C=CC(F)=CC=2OC)C=1.S(Cl)([Cl:37])=O>CN(C)C=O>[CH3:23][S:20]([C:12]1[CH:11]=[C:10]([CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=1)[C:9]([Cl:37])=[O:24])(=[O:22])=[O:21]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 71766083HCID 71766083、化合物2 回

生成物 1

HCID 866708083-(Methylsulfonyl)-5-(trifluoromethyl)benzoyl chloride収率 102.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

実験手順

To 3-(methylsulfonyl)-5-(trifluoromethyl)benzoic acid (1 g, 3.73 mmol, example 1, intermediate d) was added N,N-dimethylformamide (27.3 mg, 28.9 μL, 373 μmol) and thionyl chloride (8.87 g, 5.44 ml, 74.5 mmol) and the suspension was heated to reflux for 30 min. A light brown solution was formed. To remove thionyl chloride, the light brown solid was diluted with toluene, followed by complete evaporation. This procedure was repeated two times to provide the desired compound as a colorless solid (1.1 g; 99%) which was pure enough for the next step without further purification.

後処理

  1. temperaturethe suspension was heated
  2. temperatureto reflux for 30 min
  3. customA light brown solution was formed
  4. customTo remove thionyl chloride
  5. additionthe light brown solid was diluted with toluene
  6. customfollowed by complete evaporation

出典と根拠

ORDレコード
ord-14b60bfe2f4b41238fc2159eb0034bb1
出典データセット
uspto-grants-2014_06
特許番号
US08748434B2

反応ノート

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