Glycidyl methacrylate → Methacryloyloxyhydroxypropyl methyl octadecyl amine

HRID 1578420Notes

Reaction equation

HRID 1578420 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-9109ef3dd74f49acbf478860b132f8d5
Source dataset
uspto-grants-1976_02
Patent number
US03936492

Reaction notes

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