Sodium Hydroxide → Ethylene Oxide

HRID 1953640Notes

Reaction equation

HRID 1953640 reaction equation
[H-].[Na+].[OH-:3].[Na+].[CH2:5]([NH2:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]CCCC[CH2:21][CH3:22]>>[CH2:5]([NH2:23])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:21]1[O:3][CH2:22]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 15793OctadecylamineHCID 24758Sodium hydride2×

Product 2

HCID 6354Ethylene OxideHCID 13583Dodecylamine

Conditions

Temperature
160 °C

Procedure

Into a 1-liter autoclave were introduced 300 g of the stearylamine obtained (total amine value: 210.2), an aqueous sodium hydride solution, and a 12% solution of a 50% aqueous sodium hydroxide solution. The amount of the aqueous sodium hydride solution introduced was 0.1 mol% based on the amine. After bubbling with nitrogen gas, the contents were heated to 160° C., and 205 g of ethylene oxide was forced into the autoclave at a rate of 10 g/min at the constant temperature. The amine/ethylene oxide molar ratio was 1/4.15. After completion of the feeding, the mixture was aged for 30 minutes. The obtained substance was discharged from the reactor and then purified by distillation to obtain the target ethylene oxide adduct of laurylamine (the number of moles of added ethylene oxide: 4.15).

Workup

  1. customAfter bubbling with nitrogen gas
  2. distillationpurified by distillation

Sources & evidence

ORD record
ord-1c485c5a59c742d0a9e34cd2929345b1
Source dataset
uspto-grants-2000_09
Patent number
US06117948

Reaction notes

Loading…