Glycidyl methacrylate → Methacryloyloxyhydroxypropyl methyl octadecyl amine

HRID 461605

Reaction equation

HRID 461605 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].[C:21]([O:26]CC1OC1)(=[O:25])[C:22]([CH3:24])=[CH2:23]>CO>[C:21]([O:26][CH:3]([N:2]([CH2:23][CH2:22][CH2:21][OH:25])[CH3:1])[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])(=[O:25])[C:22]([CH3:24])=[CH2:23]

Participants

4

Reactant 2

HCID 7837Glycidyl methacrylateHCID 75539N-Methyloctadecylamine

Product 1

HCID 86733040Methacryloyloxyhydroxypropyl methyl octadecyl amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Equimolar quantities of N-methyl-N-octadecyl amine and glycidyl methacrylate were reacted together in methanol to form methacryloyloxyhydroxypropyl methyl octadecyl amine. 14.3 grams of the resultant amine were dissolved in 20 grams of dimethyl formamide and 4.2 grams of dimethyl sulfate were added slowly with stirring. After 10 days' standing at 25° C, 9 grams of crystalline material was isolated, washed with ether, and dried. The sulfate band in the crystalline product was identified in the I.R. spectrum.

Sources & evidence

ORD record
ord-3651fe7078604a7ca2e66b5fc20eea3b
Source dataset
uspto-grants-1977_12
Patent number
US04064091

Linked notes

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