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

HRID 1291006
ノート
印刷プレビュー

反応式

HRID 1291006 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-0dee50a359d048319089957e1576c9cd
出典データセット
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05753670

反応ノート

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