Water → N-((1-Benzylpyrrolidin-3-yl)methyl)cyclopropanamine

HRID 464992노트

반응식

HRID 464992 반응식
[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]2[CH2:25][CH2:24]2)=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]3[CH2:25][CH2:24]3)[CH2:11]2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 134918001-Benzyl-N-cyclopropyl-5-oxopyrrolidine-3-carboxamideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 14280886N-((1-Benzylpyrrolidin-3-yl)methyl)cyclopropanamine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of 8.2 g (0.20 mole) of lithium aluminum hydride in 150 ml of dry tetrahydrofuran was added portionwise 18.0 g (70.0 mmole) of solid 5-oxo-1-(phenylmethyl)-N-cyclopropyl-3-pyrrolidinecarboxamide. When the addition was complete, the reaction mixture was stirred at room temperature for 18 hours and then at reflux 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 16.0 g of 1-(phenylmethyl)-N-cyclopropyl-3-pyrrolidinemethanamine, as a heavy oil. This was used for the next step without further purification.

후처리

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

출처 및 근거

ORD 기록
ord-e7866ec2414c40748949ad3c033a1c6a
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04550104

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