2-(Dimethylamino)ethanol → 2-Hydroxydodecyl-2-hydroxyethyl dimethyl ammonium fluoride

HRID 620130

Reaction equation

[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][OH:5].[FH:7].[O:8]1[CH:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:9]1>O.[Cl-].C([N+](CCCCCCCCCCCCCCCCCC)(C)C)CCCCCCCCCCCCCCCCC>[F-:7].[OH:8][CH:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:9][N+:2]([CH2:3][CH2:4][OH:5])([CH3:6])[CH3:1]

Participants

Conditions

Temperature: 95 °C

Procedure

44.57 g of dimethyl ethanolamine (0.5 mole) were diluted with 420.65 g of water, followed by the addition of 19.38 g of an aqueous 41.3% hydrofluoric acid solution (0.4 mole). A clear solution was formed. After the solution had been heated to 95° C., 94.0 g of 1,2-epoxydodecane (0.5 mole) and 3.5 g of a 75% dispersion of distearyl dimethyl ammonium chloride (as phase transfer catalyst) were added, after which the reaction mixture was stirred for 6 hours at 95° C. Finally, another 4.84 g of the 41.3% hydrofluoric acid solution (0.1 mole) were added. A clear yellow solution of the 2-hydroxydodecyl-2-hydroxyethyl dimethyl ammonium fluoride containing 73.1 m vals of quaternary ammonium compound (QUAT) per 100 g of the aqueous solution was obtained.

Workup

customA clear solution was formed

Sources & evidence

ORD record: ord-70d7fe74ec6449ffa29c77dba21a85c7
Source dataset: uspto-grants-1989_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04820507

Linked notes

Loading…