Ammonia → 1-(tert-Butoxycarbonyl)piperidine-4-carboxamide

HRID 1351413ノート

反応式

HRID 1351413 の反応式
ClC(OCC)=O.[C:7]([O:11][C:12]([N:14]1[CH2:19][CH2:18][CH:17]([C:20]([OH:22])=O)[CH2:16][CH2:15]1)=[O:13])([CH3:10])([CH3:9])[CH3:8].C([N:25](CC)CC)C.N>ClCCl>[NH2:25][C:20]([CH:17]1[CH2:18][CH2:19][N:14]([C:12]([O:11][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:13])[CH2:15][CH2:16]1)=[O:22]

参加物

6

反応物 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid

生成物 1

HCID 27356461-(tert-Butoxycarbonyl)piperidine-4-carboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

Ethyl chloroformate (4.6 ml, 48.3 mmol) was added slowly to a solution of 1-(tert-butoxycarbonyl)4-piperidinecarboxylic acid (10 g, 43.6 mmol) in dichloromethane (100 ml) stirred at 0° C. Triethylamine (7.6 ml, 52.3 mmol) was added with stirring over two minutes. 0.88 Ammonia solution (40 ml) was added and the mixture allowed to warm to room temperature with stirring. The mixture was washed with water, 1M citric acid solution and brine, dried (MgSO4), filtered and evaporated under reduced pressure gave the title compound as white solid, 8.94 g.

後処理

  1. stirringwith stirring over two minutes
  2. temperatureto warm to room temperature
  3. stirringwith stirring
  4. washThe mixture was washed with water, 1M citric acid solution and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-e92e786ce4ae406fadd39dc142270641
出典データセット
uspto-grants-2007_05
特許番号
US07217714B1

反応ノート

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