Potassium Carbonate → [5-Nitro-2-(2,2,3,3,3-pentafluoro-propoxy)-phenyl]-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone

HRID 1820710ノート

反応式

HRID 1820710 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=2)[CH2:15][CH2:14]1)=[O:12].C(=O)([O-])[O-].[K+].[K+].FC(F)(F)S(O[CH2:41][C:42]([F:48])([F:47])[C:43]([F:46])([F:45])[F:44])(=O)=O>CC(C)=O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([O:1][CH2:41][C:42]([F:48])([F:47])[C:43]([F:46])([F:45])[F:44])=[C:3]([C:11]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=3)[CH2:15][CH2:14]2)=[O:12])[CH:4]=1)([O-:10])=[O:9]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 27760192,2,3,3,3-Pentafluoropropyl trifluoromethanesulfonateHCID 69036826(2-Hydroxy-5-nitro-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone

生成物 1

HCID 86600703[5-Nitro-2-(2,2,3,3,3-pentafluoro-propoxy)-phenyl]-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone収率 99%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a refluxing solution of 50 mg of (2-hydroxy-5-nitro-phenyl)-[4-(4-trifluoromethyl-phenyl)-piperazin-1-yl]-methanone in acetone (2 mL) containing potassium carbonate (35 mg) was added 2,2,3,3,3-pentafluoropropyl trifluoromethanesulfonate (54 mg) over 10 min. The reaction mixture was refluxed for 20 hours before being concentrated in vacuo and purified by column chromatography (SiO2, CH2Cl2/MeOH) to yield the title compound as a colorless solid (66 mg). MS (m/e): 569.0 (M+H+, 100%).

後処理

  1. temperatureThe reaction mixture was refluxed for 20 hours
  2. concentrationbefore being concentrated in vacuo
  3. custompurified by column chromatography (SiO2, CH2Cl2/MeOH)

出典と根拠

ORDレコード
ord-a4b0e4a50a57415689e1890e7755e6f1
出典データセット
uspto-grants-2009_10
特許番号
US07605163B2

反応ノート

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