Piperidine → 2-(1-Piperidinylcarbonyl)cyclohexanone

HRID 1506686노트

반응식

HRID 1506686 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([O:10]CC)=O.[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>C1(C)C=CC=CC=1>[N:13]1([C:8]([CH:3]2[CH2:4][CH2:5][CH2:6][CH2:7][C:2]2=[O:1])=[O:10])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

참가 물질

4

반응물 2

HCID 8082PiperidineHCID 95543Ethyl 2-oxocyclohexanecarboxylate

생성물 1

HCID 134131852-(1-Piperidinylcarbonyl)cyclohexanone수율 96.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Ethyl 2-oxocyclohexane-carboxylate (5.3 g, 31 mmol, 5.0 mL) DMAP (1.05 g, 9.4 mmol) and piperidine (5.3 g, 63 mmol, 6.2 mL) in toluene (100 mL) were heated at reflux for 4 days. The reaction was allowed to cool and the reaction was concentrated in vacuo. The crude material was purified by silica gel chromatography eluting with petrol (A) and ethyl acetate (B) (20-80% (B), 100 g, 8 CV, 85 mL/min) to afford 6.26 g (96%) of 2-(piperidine-1-carbonyl)-cyclohexanone (19) as a white solid. The structure was confirmed by 13C NMR (75 MHz, CDCl3) δC 23.5, 24.5, 25.5, 26.2, 27.1, 30.4, 41.9, 42.9, 46.8, 54.2, 167.6, 207.6.

후처리

  1. temperatureat reflux for 4 days
  2. temperatureto cool
  3. concentrationthe reaction was concentrated in vacuo
  4. customThe crude material was purified by silica gel chromatography
  5. washeluting with petrol (A) and ethyl acetate (B) (20-80% (B), 100 g, 8 CV, 85 mL/min)

출처 및 근거

ORD 기록
ord-c8d55176879c4cd981878ab98864e8c5
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09220795B2

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