Water → 2-{4-[6-chloro-2-(1-chloro-1-methylethyl)-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethyl acetate

HRID 858546ノート

反応式

HRID 858546 の反応式
[C:1]([O:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]3[CH:18]=[C:19]([Cl:26])[C:20]([C:22]([F:25])([F:24])[F:23])=[CH:21][C:16]=3[N:15]=[C:14]2[C:27](O)([CH3:29])[CH3:28])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].S(Cl)([Cl:33])=O.O>ClCCl>[C:1]([O:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]3[CH:18]=[C:19]([Cl:26])[C:20]([C:22]([F:24])([F:23])[F:25])=[CH:21][C:16]=3[N:15]=[C:14]2[C:27]([Cl:33])([CH3:29])[CH3:28])=[CH:9][CH:8]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 218757612-{4-[6-chloro-2-(1-hydroxy-1-methylethyl)-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethyl acetate

生成物 1

HCID 218761642-{4-[6-chloro-2-(1-chloro-1-methylethyl)-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethyl acetate収率 87.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-{4-[6-chloro-2-(1-hydroxy-1-methylethyl)-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethyl acetate (300 mg, 0.68 mmol) in dichloromethane (15 ml) was added thionyl chloride (0.07 ml, 1.02 mmol) and the reaction mixture was refluxed overnight. The reaction mixture was poured into water (10 ml) and the mixture was extracted with dichloromethane (30 ml). The organic layer was washed with brine (10 ml), then dried (Na2SO4). The solvent was removed to give 273 mg (87%) of the title compound as white amorphous.

後処理

  1. temperaturethe reaction mixture was refluxed overnight
  2. extractionthe mixture was extracted with dichloromethane (30 ml)
  3. washThe organic layer was washed with brine (10 ml)
  4. dry with materialdried (Na2SO4)
  5. customThe solvent was removed

出典と根拠

ORDレコード
ord-540e5e2999224dc2b567f361af584fca
出典データセット
uspto-grants-2006_12
特許番号
US07148234B2

反応ノート

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