Ethyl Acetate → 2-Benzyloxy-1-[4-(2,4-dichloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone

HRID 544958노트

반응식

HRID 544958 반응식
[CH2:1]([O:8][CH2:9][C:10]([N:12]1[CH2:17][CH2:16][C:15]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])(O)[CH2:14][CH2:13]1)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>FC(F)(F)C(O)=O>[CH2:1]([O:8][CH2:9][C:10]([N:12]1[CH2:13][CH:14]=[C:15]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])[CH2:16][CH2:17]1)=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 575503582-Benzyloxy-1-[4-(2,4-dichloro-phenyl)-4-hydroxy-piperidin-1-yl]-ethanone

생성물 1

HCID 575503572-Benzyloxy-1-[4-(2,4-dichloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone수율 28%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A solution of 2-benzyloxy-1-[4-(2,4-dichloro-phenyl)-4-hydroxy-piperidin-1-yl]-ethanone (0.035 g, 0.09 mmol) in trifluoroacetic acid (1 mL) was stirred at RT for 48 h. Ethyl acetate (2 mL) and saturated aqueous sodium bicarbonate (2 mL) were added and the layers were separated. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The isolated residue was chromatographed on silica gel using dichloromethane/ethyl acetate to 100% to 90% dichloromethane in a gradient fashion, to give the title compound as a gum (0.0094 g, 28%).

후처리

  1. customthe layers were separated
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe isolated residue was chromatographed on silica gel

출처 및 근거

ORD 기록
ord-853663d46c154a1c992d6e4bb7681503
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935703B2

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