Ethylene Oxide → N-decyl-4-(2-hydroxyethoxy)butyramide

HRID 1701723Notes

Reaction equation

HRID 1701723 reaction equation
[CH2:1]([NH:11][C:12](=[O:17])[CH2:13][CH2:14][CH2:15][OH:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[O:18]1[CH2:20][CH2:19]1>>[CH2:1]([NH:11][C:12](=[O:17])[CH2:13][CH2:14][CH2:15][O:16][CH2:20][CH2:19][OH:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 6354Ethylene OxideHCID 11139345N-Decyl-4-hydroxybutyramide

Product 1

HCID 13060240N-decyl-4-(2-hydroxyethoxy)butyramideYield 97.8%

Procedure

In a steel autoclave, 243 grams (1 mole) of N-decyl-4-hydroxybutyramide at a temperature of 130° C. was admixed with 44 grams (1 mole) of oxirane which was added to the autoclave as a compressed gas. The reaction mixture was stirred and autogenous pressure caused a drop in pressure during the reaction. After the reaction was complete in a period of about 2 hours, 281 grams of product were obtained. The product was then cooled to room temperature whereupon a light solid having a melting point of 48° C. was obtained. IR=6.11 mu.

Workup

  1. customat a temperature of 130° C.
  2. additionwas added to the autoclave as a compressed gas
  3. customduring the reaction

Sources & evidence

ORD record
ord-a53d565dccc14382b5b69a6f1aad4bd5
Source dataset
uspto-grants-1980_03
Patent number
US04195096

Reaction notes

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