p-Toluenesulfonic acid monohydrate → 1-[4-(methylsulfonyl)phenyl]-2-(4-trifluoromethylphenyl)-4-trifluoromethyl-1H-imidazole

HRID 1352963ノート

反応式

HRID 1352963 の反応式
O[C:2]1([C:27]([F:30])([F:29])[F:28])[CH2:6][N:5]([C:7]2[CH:12]=[CH:11][C:10]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:9][CH:8]=2)[C:4]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=2)=[N:3]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:16][S:13]([C:10]1[CH:11]=[CH:12][C:7]([N:5]2[CH:6]=[C:2]([C:27]([F:28])([F:29])[F:30])[N:3]=[C:4]2[C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:24])[F:25])=[CH:19][CH:18]=2)=[CH:8][CH:9]=1)(=[O:14])=[O:15]

参加物

4

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 22997716HCID 22997716、化合物

生成物 1

HCID 229977101-[4-(methylsulfonyl)phenyl]-2-(4-trifluoromethylphenyl)-4-trifluoromethyl-1H-imidazole

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 4-hydroxy-1-[4-(methylsulfonyl)phenyl]-2-(4-trifluoromethylphenyl)-4-trifluoromethyl-4,5-dihydro-1H-imidazole (10 mmol) and p-toluenesulfonic acid monohydrate (1 mmol) in toluene (100 mL) is heated to reflux for 72 hours. The reaction mixture is cooled and the solvent removed under reduced pressure. The crude residue is redissolved in methylene chloride and washed with water, aqueous sodium bicarbonate and brine. After drying (Na2SO4), filtration and concentration in vacuo, the crude mixture is purified by chromatography on silica gel using toluene/ethyl acetate to give pure 1-[4-(methylsulfonyl)phenyl]-2-(4-trifluoromethylphenyl)-4-trifluoromethyl-1H-imidazole.

後処理

  1. temperatureis heated
  2. temperatureto reflux for 72 hours
  3. temperatureThe reaction mixture is cooled
  4. customthe solvent removed under reduced pressure
  5. dissolutionThe crude residue is redissolved in methylene chloride
  6. washwashed with water, aqueous sodium bicarbonate and brine
  7. customAfter drying
  8. filtration(Na2SO4), filtration and concentration in vacuo
  9. customthe crude mixture is purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-f1ad145f1283401aa102ba2dbcfa18df
出典データセット
uspto-grants-2007_05
特許番号
US07220770B2

反応ノート

読み込み中…