Piperidine → 2-(1-Piperidinylcarbonyl)cyclohexanone

HRID 1506686ノート

反応式

HRID 1506686 の反応式
[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

参加物

4

反応物 2

HCID 8082PiperidineHCID 95543Ethyl 2-oxocyclohexanecarboxylate

生成物 1

HCID 134131852-(1-Piperidinylcarbonyl)cyclohexanone収率 96.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c8d55176879c4cd981878ab98864e8c5
出典データセット
uspto-grants-2015_12
特許番号
US09220795B2

反応ノート

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