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

HRID 364031

반응식

HRID 364031 반응식
[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

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 134917941-benzyl-N-methyl-5-oxopyrrolidine-3-carboxamideHCID 21226445Aluminium lithium hydride

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of 37.40 g (1.00 mole) lithium aluminum hydride in 1000 ml tetrahydrofuran, was 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 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 next step.

후처리

  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

출처 및 근거

ORD 기록
ord-69cb13b5f8eb403dbc010d76bedf76ae
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04604401

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