1-Dodecyl glycidyl ether → 1-O-Dodecylglycerol

HRID 2304976

Reaction equation

[CH2:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:2]1[O:4][CH2:3]1.C(=O)(O)[O-:19].[Na+]>O>[CH2:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:2]([CH2:3][OH:19])[OH:4]

Participants

Conditions

Temperature: 200 °C

Procedure

In an autoclave, 249 of the resulting dodecyl glycidyl ether, 97.2 g of water and 34.8 g of sodium bicarbonate were charged and were stirred at 200° C. for 8 hours. After completion of the reaction, the reaction mixture was dehydrated at 120° C. under reduced pressure (6.67 kPa), followed by purification by distillation under reduced pressure (13 to 26 Pa, 160 to 170° C.), whereby 117 g of monododecyl glyceryl ether was obtained. As a result of gas chromatographic analysis (hereinafter abbreviated as “GLC”), it was found that the resulting product had a purity not less than 99% and the content of a chlorohydrin ether isomer different in alcohol added position and a 2-mole adduct of epichlorohydrin (hereinafter called “organochlorine compounds”, for simplicity) was not greater than 100 ppm.

Workup

customAfter completion of the reaction
customwas dehydrated at 120° C. under reduced pressure (6.67 kPa)
distillationfollowed by purification by distillation under reduced pressure (13 to 26 Pa, 160 to 170° C.)

Sources & evidence

ORD record: ord-9629739e041b4f1c80d810c998b33259
Source dataset: uspto-grants-2002_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06437196B1

Linked notes

Loading…