Dimethyl Sulfoxide → 2-[2-(5-Bromo-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane

HRID 2106014노트

반응식

HRID 2106014 반응식
[F:1][C:2]([F:19])([F:18])[C:3](=[O:17])[CH2:4][C:5]([C:8]1[CH:13]=[C:12]([Br:14])[CH:11]=[CH:10][C:9]=1[O:15][CH3:16])([CH3:7])[CH3:6].[CH3:20]S(C)=O>>[Br:14][C:12]1[CH:11]=[CH:10][C:9]([O:15][CH3:16])=[C:8]([C:5]([CH3:7])([CH3:6])[CH2:4][C:3]2([C:2]([F:1])([F:18])[F:19])[CH2:20][O:17]2)[CH:13]=1

참가 물질

3

반응물 2

HCID 679Dimethyl SulfoxideHCID 46938920HCID 46938920, 화합물

생성물 1

HCID 578097532-[2-(5-Bromo-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane

실험 절차

To a solution of 1,1,1-trifluoro-4-(5-bromo-2-methoxyphenyl)-4-methylpentan-2-one (5 g, 14.7 mmol) in 5 mL of anhydrous DMSO at room temperature was added 14.6 mL of the ylide stock solution (17.3 mmol) over 5 minutes. The reaction was quenched after 2 hours with water and diethyl ether. The aqueous layer was extracted with diethyl ether. The combined organic layers were washed with water and brine, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 2-[2-(5-bromo-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane as a dark yellow oil.

후처리

  1. customThe reaction was quenched after 2 hours with water and diethyl ether
  2. extractionThe aqueous layer was extracted with diethyl ether
  3. washThe combined organic layers were washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5f94526d6f414b84b75d2f16ab78fcb4
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579469B2

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