Water → tert-Butyl 4-((methylamino)methyl)piperidine-1-carboxylate

HRID 1978344ノート

反応式

HRID 1978344 の反応式
[CH3:1][N:2]([CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]1)C(=O)C(F)(F)F.[BH4-].[Na+].O.C(Cl)Cl>C(O)C>[CH3:1][NH:2][CH2:9][CH:10]1[CH2:11][CH2:12][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:14][CH2:15]1

参加物

6

反応物 4

HCID 962WaterHCID 6344DichloromethaneHCID 4311764Sodium borohydride2 回HCID 21994204N-methyl-N-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)trifluoroacetamide

生成物 1

HCID 21934652tert-Butyl 4-((methylamino)methyl)piperidine-1-carboxylate収率 107.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 1.32 g (4.07 mM) of N-methyl-N-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)trifluoroacetamide in ethanol was added 0.23 g (6.08 mM) of sodium borohydride at room temperature and the mixture was stirred at room temperature for 2.5 hours. To this reaction mixture was further added 0.27 g (7.1 mM) of sodium borohydride and the mixture was stirred at room temperature for 20 hours. The mixture was then stirred at 60° C. for 1.5 hours. To this reaction mixture was added water to stop the reaction and methylene chloride was added for extraction. The organic layer was washed with saturated aqueous solution of sodium chloride and dried over MgSO4. The solvent was then distilled off to provide the title compound as colorless oil (1.00 g, quantitative).

後処理

  1. stirringthe mixture was stirred at room temperature for 20 hours
  2. stirringThe mixture was then stirred at 60° C. for 1.5 hours
  3. additionwas added for extraction
  4. washThe organic layer was washed with saturated aqueous solution of sodium chloride
  5. dry with materialdried over MgSO4
  6. distillationThe solvent was then distilled off

出典と根拠

ORDレコード
ord-ce01fee7eda348f1b171d25839f426bd
出典データセット
uspto-grants-2001_05
特許番号
US06235731B1

反応ノート

読み込み中…