Water → N-((1-Benzylpyrrolidin-3-yl)methyl)propan-2-amine

HRID 464968ノート

反応式

HRID 464968 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].O=[C:8]1[N:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:11][CH:10]([C:20]([NH:22][CH:23]([CH3:25])[CH3:24])=O)[CH2:9]1.O.[OH-].[Na+]>O1CCCC1>[C:14]1([CH2:13][N:12]2[CH2:8][CH2:9][CH:10]([CH2:20][NH:22][CH:23]([CH3:25])[CH3:24])[CH2:11]2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 47935185-oxo-1-(phenylmethyl)-N-(2-propyl)3-pyrrolidinecarboxamideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 14280887N-((1-Benzylpyrrolidin-3-yl)methyl)propan-2-amine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 8.2 g (0.2 mole) of lithium aluminum hydride in 150 ml of dry tetrahydrofuran was added portionwise, 18.3 g (70.0 mmole) of solid 5-oxo-1-(phenylmethyl)-N-(2-propyl)-3-pyrrolidinecarboxamide. When the addition was complete, the reaction mixture was stirred at room temperature for 18 hours and then refluxed for two hours. After cooling to room temperature, the mixture was treated dropwise, successively, with 8 ml of water, 8 ml of 15% aqueous sodium hydroxide and 24 ml of water, titrating the final addition to produce a granular precipitate. The solid was removed by filtration, washed with tetrahydrofuran and the filtrate evaporated in vacuo to give 15.6 g of 1-(phenylmethyl)-N-(2-propyl)-3-pyrrolidinemethanamine as a heavy syrup.

後処理

  1. additionwas added portionwise
  2. additionWhen the addition
  3. temperaturerefluxed for two hours
  4. temperatureAfter cooling to room temperature
  5. additionthe mixture was treated dropwise
  6. additionaddition
  7. customto produce a granular precipitate
  8. customThe solid was removed by filtration
  9. washwashed with tetrahydrofuran
  10. customthe filtrate evaporated in vacuo

出典と根拠

ORDレコード
ord-84dbbf42903047669498b41911537ee6
出典データセット
uspto-grants-1985_10
特許番号
US04550103

反応ノート

読み込み中…