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Potassium Carbonate → Ethyl 3-(4-oxopiperidin-1-yl)propanoate

HRID 1291006
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HRID 1291006 반응식
[NH:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18]>CN(C)C=O>[O:7]=[C:4]1[CH2:5][CH2:6][N:1]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:2][CH2:3]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 337214-PiperidoneHCID 68320Ethyl 3-bromopropionate

생성물 1

HCID 11984242Ethyl 3-(4-oxopiperidin-1-yl)propanoate수율 66.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

4-Piperidinone (10.0 g, 73.7 mmol) and potassium carbonate (30.6 g, 221 mmol) were added to N,N-dimethylformamide (100 ml), and ethyl 3-bromopropionate (10.0 ml, 78.0 mmol) was added. The mixture was stirred at 60° C. for 4.5 hours. The reaction mixture was filtrated and the filtrate was added with a saturated aqueous sodium hydrogencarbonate solution (150 ml). The mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. After filtration, low boiling matters were distilled away from the filtrate under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol=19/1) to give 9.70 g of ethyl 3-(4-oxopiperidino)propionate as a pale-yellow oil (66%).

후처리

  1. additionwas added
  2. filtrationThe reaction mixture was filtrated
  3. additionthe filtrate was added with a saturated aqueous sodium hydrogencarbonate solution (150 ml)
  4. extractionThe mixture was extracted with ethyl acetate
  5. washThe extract was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationAfter filtration, low boiling matters
  8. distillationwere distilled away from the filtrate under reduced pressure
  9. customthe residue was purified by silica gel column chromatography (chloroform/methanol=19/1)

출처 및 근거

ORD 기록
ord-0dee50a359d048319089957e1576c9cd
출처 데이터셋
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05753670

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