Piperidine → 2-(1-Piperidinylcarbonyl)cyclohexanone

HRID 1629593ノート

反応式

HRID 1629593 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-d4164a5a41d54ef9b75bb42ec727bcd1
出典データセット
uspto-grants-2014_07
特許番号
US08790619B2

反応ノート

読み込み中…