Trifluoromethanesulfonic acid → 1-Benzoyl-5,5-dimethylimidazolidin-2-one

HRID 2411181노트

반응식

HRID 2411181 반응식
[C:1]([N:9]1[C:13]([CH3:15])([CH3:14])[CH2:12][N:11](CC2C=CC(OC)=CC=2)[C:10]1=[O:25])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)S(O)(=O)=O.C(=O)([O-])O.[Na+]>ClCCl>[C:1]([N:9]1[C:13]([CH3:14])([CH3:15])[CH2:12][NH:11][C:10]1=[O:25])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 62406Trifluoromethanesulfonic acidHCID 516892Sodium BicarbonateHCID 712524583-Benzoyl-1-(4-methoxybenzyl)-4,4-dimethylimidazolidin-2-one

생성물 1

HCID 712521131-Benzoyl-5,5-dimethylimidazolidin-2-one수율 45.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-Benzoyl-1-(4-methoxybenzyl)-4,4-dimethylimidazolidin-2-one (500 mg) described in Preparation Example 57 was dissolved in dichloromethane (5 mL), trifluoromethanesulfonic acid (0.39 mL) was added, and the mixture was stirred at room temperature for 3 hr. To the reaction mixture was added 5% aqueous sodium hydrogen carbonate solution, the solvent was evaporated, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (146 mg).

후처리

  1. customthe solvent was evaporated
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. customthe solvent was evaporated
  5. customThe obtained residue was purified by column chromatography (hexane:ethyl acetate)

출처 및 근거

ORD 기록
ord-73656e08363748a8839c80050d0edbc5
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08816079B2

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