Diethyl Ether → N-(3-octadecanoyloxypropyl)-N,N-dimethyloctadecanaminium bromide

HRID 65564

反応式

HRID 65564 の反応式
[C:1](Cl)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH3:21][N:22]([CH3:27])[CH2:23][CH2:24][CH2:25]O.[Br:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46].C([O:49]CC)C>>[Br-:28].[C:1]([O:19][CH2:25][CH2:24][CH2:23][N+:22]([CH3:27])([CH3:21])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])(=[O:49])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

参加物

5

反応物 4

HCID 3283Diethyl Ether2 回HCID 8212Stearoyl chlorideHCID 82181-BromooctadecaneHCID 766463-(Dimethylamino)-1-propanol

生成物 1

HCID 22757060N-(3-octadecanoyloxypropyl)-N,N-dimethyloctadecanaminium bromide

反応条件

温度
100 °C

実験手順

To a solution of 0.2 mole octadecanoylchloride in 400 ml ethyl ether was added a solution of 32 g (0.31 mole) 3-dimethylamino-1-propanol in 50 ml ethyl ether. After stirring about 2 hours, the reaction mixture was filtered and the solid recrystallized from ethyl acetate. It was converted to the free base, 3-dimethylaminopropyl octadecanoate, with sodium hydroxide and recrystallized from acetonitrile. A mixture of 18.3 g (0.049 mole) of this amine and 16.2 g (0.049 mole) of 1-bromooctadecane was heated in an oven at 100° C. for 7 hours. After washing with ethyl ether to remove any unreacted material the product was recrystallized from ethyl alcohol and washed with ethyl acetate.

後処理

  1. filtrationthe reaction mixture was filtered
  2. customthe solid recrystallized from ethyl acetate
  3. customrecrystallized from acetonitrile
  4. washAfter washing with ethyl ether
  5. customto remove any unreacted material the product
  6. customwas recrystallized from ethyl alcohol
  7. washwashed with ethyl acetate

出典と根拠

ORDレコード
ord-7c103829d3a646d2a4191b05b82a94e1
出典データセット
uspto-grants-1978_12
特許番号
US04128485

関連ノート

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