Diethyl Ether → 1-Dodecanaminium, N-(2-hydroxyethyl)-N,N-dimethyl-, bromide (1:1)

HRID 839903ノート

反応式

HRID 839903 の反応式
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][OH:5].CC[O:9]CC.[CH2:12]([N:16]=[C:17]=[O:18])[CH2:13][CH2:14][CH3:15].[Br:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>C(OCC)(=O)C>[Br-:19].[OH:5][CH2:4][CH2:3][N+:2]([CH3:6])([CH3:1])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].[CH2:12]([NH:16][C:17](=[O:9])[O-:18])[CH2:13][CH2:14][CH3:15]

参加物

7

反応物 4

HCID 3283Diethyl Ether2 回HCID 79022-(Dimethylamino)ethanolHCID 8110Butyl isocyanateHCID 89191-Bromododecane

生成物 2

HCID 814861-Dodecanaminium, N-(2-hydroxyethyl)-N,N-dimethyl-, bromide (1:1)HCID 5247103HCID 5247103、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

2-hydroxyethyldimethyldodecylammonium bromide, N-butylcarbamate is prepared in the following manner: A solution of 58 g. (0.65 mole) 2-dimethylaminoethanol in 150 ml. ether was treated over a period of 1.5 hours with 70 g. (0.71 mole) n-butyl isocyanate. After stirring another 2 hours the reaction mixture was stripped of ether and distilled in vacuum. The product, 2-dimethylaminoethyl N-butylcarbamate was collected at 106°/1.2 Torr. For quaternization 75 g. (0.40 mole) of the above prepared amine was combined with 105 g (0.42 mole) 1-bromododecane and allowed to stand stoppered for 9 days. At this time the reaction mixture was a stiff gel with some crystalline portions. By solution in ethyl acetate (900 ml.) and chilling, 160 g. of product was obtained in crystalline form. After two more recrystallizations from ethyl acetate, the material melted at 64° C. to liquid crystals and to a liquid at 115° C.

後処理

  1. distillationdistilled in vacuum
  2. customThe product, 2-dimethylaminoethyl N-butylcarbamate was collected at 106°/1.2 Torr
  3. custom(0.40 mole) of the above prepared amine
  4. waitto stand stoppered for 9 days
  5. customof product was obtained in crystalline form
  6. customAfter two more recrystallizations from ethyl acetate
  7. customat 115° C.

出典と根拠

ORDレコード
ord-269671e171224d9599e24d81b2c5b3e1
出典データセット
uspto-grants-1978_06
特許番号
US04097600

反応ノート

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