Water → 1-(1-benzylpyrrolidin-3-yl)-N-methylmethanamine

HRID 978555

反応式

HRID 978555 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][NH:8][C:9]([CH:11]1[CH2:15][C:14](=O)[N:13]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:12]1)=O.O.[OH-].[Na+]>O1CCCC1>[CH3:7][NH:8][CH2:9][CH:11]1[CH2:15][CH2:14][N:13]([CH2:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:12]1

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 134917941-benzyl-N-methyl-5-oxopyrrolidine-3-carboxamideHCID 21226445Aluminium lithium hydride

生成物 1

HCID 46608321-(1-benzylpyrrolidin-3-yl)-N-methylmethanamine収率 88.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of 37.40 g (1.00 mole) lithium aluminum hydride in 1000 ml tetrahydrofuran, is added a solution of 88.3 g (0.380 mole) of N-methyl-5-oxo-1-(phenylmethyl)-3-pyrrolidinecarboxamide in tetrafuran dropwise under nitrogen. The reaction was then refluxed overnight. The reaction flask was cooled in an ice bath and 37.4 ml of water, 37.4 ml of 15% sodium hydroxide and and 112.2 ml of water were added. The precipitated solids were filtered and washed with hot ethanol. The combined filtrates were concentrated, then dissolved in dichloromethane, filtered, dried over magnesium sulfate, and the solvent evaporated under reduced pressure to give 68.68 g of N-methyl-1-(phenylmethyl)-3-pyrrolidinemethanamine as an oil. This material was used without further purification in the step.

後処理

  1. temperatureThe reaction was then refluxed overnight
  2. temperatureThe reaction flask was cooled in an ice bath
  3. filtrationThe precipitated solids were filtered
  4. washwashed with hot ethanol
  5. concentrationThe combined filtrates were concentrated
  6. dissolutiondissolved in dichloromethane
  7. filtrationfiltered
  8. dry with materialdried over magnesium sulfate
  9. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-c2ed65072b8a431b9e597e1e799d739e
出典データセット
uspto-grants-1987_05
特許番号
US04665079

関連ノート

読み込み中…