Sodium hydride → 2-(1-Pyrrolidinyl)ethyl 1-pyrrolidineacetate

HRID 5510

反応式

HRID 5510 の反応式
[H-].[Na+].[N:3]1([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4]1.[N:14]1(CCO)[CH2:18][CH2:17][CH2:16][CH2:15]1>>[N:3]1([CH2:8][C:9]([O:11][CH2:12][CH2:13][N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4]1

参加物

4

反応物 3

HCID 24758Sodium hydrideHCID 762881-PyrrolidineethanolHCID 2109961-Pyrrolidineacetic acid, ethyl ester

生成物 1

HCID 197961372-(1-Pyrrolidinyl)ethyl 1-pyrrolidineacetate

反応条件

温度
225 °C

実験手順

To a mixture of 1.3 g of sodium hydride (in the form of a 60% by weight suspension in mineral oil) and 100 g (0.64 mol) of ethyl 1-pyrrolidineacetate was added 91 g of 2-(1-pyrrolidinyl)ethanol. The mixture was heated slowly to about 225° C., and the ethanol by-product was collected in a Dean-Stark trap. The reaction mixture was cooled to about 25° C., then 12 g of 1-bromopropane was added to react any alkoxide present. The sodium bromide by-product was removed by filtration. The desired product 2-(1-pyrrolidinyl)ethyl 1-pyrrolidineacetate was purified by distillation at 95° C. at a pressure of 250 μmHg. The structural assignment was confirmed by mass spectral analysis.

後処理

  1. customthe ethanol by-product was collected in a Dean-Stark trap
  2. temperatureThe reaction mixture was cooled to about 25° C.
  3. addition12 g of 1-bromopropane was added
  4. customto react any alkoxide present
  5. customThe sodium bromide by-product was removed by filtration
  6. distillationThe desired product 2-(1-pyrrolidinyl)ethyl 1-pyrrolidineacetate was purified by distillation at 95° C. at a pressure of 250 μmHg

出典と根拠

ORDレコード
ord-c4df8ed7448a4eceb5456f490db7f354
出典データセット
uspto-grants-1993_09
特許番号
US05244997

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