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

HRID 546856노트

반응식

HRID 546856 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-3d6b5120bd8646c6927074c7a85dd9dd
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935688B2

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