Potassium Carbonate → Trifluoromethanesulfonic Acid 4-{1-[4-(3,3-dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-2-methyl-phenyl Ester

HRID 546856ノート

反応式

HRID 546856 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH3:7][C:8]([C:11]([CH2:13]Cl)=[O:12])([CH3:10])[CH3:9].[CH2:15]([C:17]([C:28]1[CH:33]=[CH:32][C:31]([O:34][S:35]([C:38]([F:41])([F:40])[F:39])(=[O:37])=[O:36])=[C:30]([CH3:42])[CH:29]=1)([C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([CH3:27])[CH:21]=1)[CH2:18][CH3:19])[CH3:16]>CC(C)=O>[CH3:7][C:8]([CH3:10])([CH3:9])[C:11](=[O:12])[CH2:13][O:26][C:23]1[CH:24]=[CH:25][C:20]([C:17]([C:28]2[CH:33]=[CH:32][C:31]([O:34][S:35]([C:38]([F:41])([F:39])[F:40])(=[O:37])=[O:36])=[C:30]([CH3:42])[CH:29]=2)([CH2:18][CH3:19])[CH2:15][CH3:16])=[CH:21][C:22]=1[CH3:27]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 835721-ChloropinacoloneHCID 58598300Trifluoromethanesulfonic acid 4-[1-ethyl-1-(4-hydroxy-3-methyl-phenyl)-propyl]-2-methyl-phenyl ester

生成物 1

HCID 11203079Trifluoromethanesulfonic Acid 4-{1-[4-(3,3-dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-2-methyl-phenyl Ester収率 83.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Potassium carbonate (59.7 mg, 0.43 mmol) and 1-chloropinacolin (42.0 mg, 0.31 mmol) were added to a solution of trifluoromethanesulfonic acid 4-[1-ethyl-1-(4-hydroxy-3-methyl-phenyl)-propyl]-2-methyl-phenyl ester (Example 1-(1); 0.1 g, 0.24 mmol) in acetone (1.2 mL), and the mixture was heated under reflux for 17 hours. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (6% ethyl acetate/hexane) to give the title compound (103.5 mg, 83%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 17 hours
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (6% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-3d6b5120bd8646c6927074c7a85dd9dd
出典データセット
uspto-grants-2011_05
特許番号
US07935688B2

反応ノート

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