Hydrochloric Acid → HCID 59556306、化合物

HRID 1172664ノート

反応式

HRID 1172664 の反応式
[CH3:1][C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[S:5][C:6]=1[CH:7]=[O:8].Br[C:20]([F:24])([F:23])[CH:21]=[CH2:22].Cl>CN(C)C=O>[F:23][C:20]([F:24])([CH:21]=[CH2:22])[CH:7]([C:6]1[S:5][C:4]([C:9]2[CH:10]=[CH:11][C:12]([C:15]([F:18])([F:16])[F:17])=[CH:13][CH:14]=2)=[N:3][C:2]=1[CH3:1])[OH:8]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 5550853-bromo-3,3-difluoroprop-1-eneHCID 27828994-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-5-carbaldehyde

生成物 1

HCID 59556306HCID 59556306、化合物収率 57.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1.0 g 4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carbaldehyde and 868 mg 3-bromo-3,3-difluorpropene in 10 ml dimethylformamide 425 mg Indium were added and the resulting suspension was stirred in an ultrasonic bath for two hours. Then 20 ml 1 N hydrochloric acid were added and the mixture stirred at room temperature for thirty minutes. The mixture was extracted three times with portions of 50 ml ethyl acetate. The combined organic layers were dried over MgSO4. The solvent was evaporated in vacuo. The resulting residue was purified by reversed phase HPLC to obtain 740 mg 2,2-Difluoro-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-but-3-en-1-ol as a colorless lyophilisate.

後処理

  1. stirringthe mixture stirred at room temperature for thirty minutes
  2. extractionThe mixture was extracted three times with portions of 50 ml ethyl acetate
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. customThe solvent was evaporated in vacuo
  5. customThe resulting residue was purified by reversed phase HPLC

出典と根拠

ORDレコード
ord-51237ab247af471281c0608f9fa68260
出典データセット
uspto-grants-2010_11
特許番号
US07834030B2

反応ノート

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