Ethylene Oxide → N-(2-hydroxyethyl)-N-methyl-octadecylamine

HRID 1960

Reaction equation

HRID 1960 reaction equation
[CH3:1][NH: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][CH2:18][CH2:19][CH3:20].[CH2:21]1[O:23][CH2:22]1>>[OH:23][CH2:21][CH2:22][N: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][CH2:18][CH2:19][CH3:20])[CH3:1]

Participants

3

Reactant 2

HCID 6354Ethylene OxideHCID 75539N-Methyloctadecylamine

Product 1

HCID 13564486N-(2-hydroxyethyl)-N-methyl-octadecylamineYield 86.6%

Conditions

Temperature
160 °C

Procedure

An autoclave provided with a stirrer, a thermometer, a pressure gauge and a pressure dropping funnel was charged with 250 g of N-methyloctadecylamine and heated to 160° C. Then 45 g of ethylene oxide was occasionally added dropwise thereto under a pressure of 0 to 6 kg/cm2G. Three hours were required for completing the addition. Next, the resulting mixture was aged, i.e., maintained, at 160° C. for 2 hours and then cooled. The reaction mixture was taken out and distilled to thereby give 250 g of N-(2-hydroxyethyl)-N-methyloctadecylamine. This product had a boiling point of 185° to 190° C./0.2 mmHg.

Workup

  1. customAn autoclave provided with a stirrer
  2. customThree hours
  3. additionthe addition
  4. temperaturei.e., maintained, at 160° C. for 2 hours
  5. temperaturecooled
  6. distillationdistilled

Sources & evidence

ORD record
ord-dd6d1a78ee72419a8409d1047d1e9c38
Source dataset
uspto-grants-1998_03
Patent number
US05728649

Linked notes

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