Cesium carbonate → 1-(2-(4-Bromo-3,5-dimethylphenoxy)ethyl)pyrrolidin-2-one

HRID 237480노트

반응식

HRID 237480 반응식
C([O-])([O-])=O.[Cs+].[Cs+].CC1C=CC(S([O:17][CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][CH2:22][C:21]2=[O:25])(=O)=O)=CC=1.[Br:26][C:27]1[C:32]([CH3:33])=[CH:31][C:30](O)=[CH:29][C:28]=1[CH3:35]>CN(C)C=O>[Br:26][C:27]1[C:32]([CH3:33])=[CH:31][C:30]([O:17][CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][CH2:22][C:21]2=[O:25])=[CH:29][C:28]=1[CH3:35]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 819704-Bromo-3,5-dimethylphenolHCID 447912072-(2-Oxopyrrolidin-1-yl)ethyl 4-methylbenzenesulfonate

생성물 1

HCID 866971441-(2-(4-Bromo-3,5-dimethylphenoxy)ethyl)pyrrolidin-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

Cs2CO3 (850 mg) is added to a solution of 2-(2-oxopyrrolidin-1-yl)ethyl 4-methylbenzenesulfonate (390 mg) and 4-bromo-3,5-dimethylphenol (200 mg) in N,N-dimethylformamide (4 mL). The mixture is heated to 50° C. for 12 hours and partitioned between diethylether and saturated aqueous NH4Cl solution. The organic phase is dried (MgSO4) and concentrated. The residue is chromatographed on silica gel (ethyl acetate) to give the title compound. Yield: 210 mg; Mass spectrum (ESI+): m/z=312 [M+H]+.

후처리

  1. custompartitioned between diethylether and saturated aqueous NH4Cl solution
  2. dry with materialThe organic phase is dried (MgSO4)
  3. concentrationconcentrated
  4. customThe residue is chromatographed on silica gel (ethyl acetate)

출처 및 근거

ORD 기록
ord-ab759291a5c144e28f17fe20b160ada6
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642585B2

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