1-Octanol → 1,8-Bis(octyloxymethyl)-3,6-dioxaoctane-1,8-diol

Reaction equation

[CH2:1]([O:5][CH2:6][CH2:7][O:8][CH2:9][CH:10]1[O:12][CH2:11]1)[CH:2]1[O:4][CH2:3]1.[K].[CH2:14]([OH:22])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>>[CH2:14]([O:22][CH2:11][CH:10]([OH:12])[CH2:9][O:8][CH2:7][CH2:6][O:5][CH2:1][CH:2]([CH2:3][O:22][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[OH:4])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

Reactant 3

HCID 9571-Octanol

HCID 16683Glycol diglycidyl ether

HCID 5462222Potassium

Product 1

HCID 198125291,8-Bis(octyloxymethyl)-3,6-dioxaoctane-1,8-diolYield 49%

Procedure

One part of ethylene glycol diglycidyl ether and 15 parts of octyl alcohol were reacted at 60° C. for 20 hours in the presence of 0.05 parts of potassium. Purification by distillation provided 1,8-bis(octyloxymethyl)-3,6-dioxaoctane-1,8-diol (boiling point 150° C./0.03 Torr) of the following formula: ##STR8## in a yield of 49%. This compound was then added to a greatly excess amount of a mixture of chlorosulfonic acid and acetic acid and reacted at room temperature for 3 hours. The resulting product was neutralized with sodium carbonate and extracted with n-butyl alcohol, obtaining a compound of the following formula: ##STR9## in a yield of 90%. This was a viscous liquid having a purity of 80% as measured by the modified Epton method which is a method for the quantitative measurement of anionic active agents.