Reaction #94529

Reaction equation

ethylene oxide

2,6-diethyl-2,3,6-trimethylpiperidine

hydrochloric acid

→

1-(2-hydroxyethyl)-2,6-diethyl-2,3,6-trimethylpiperidine

Solvents

methanol

Conditions

Workup

1. 1
   workup.DISTILLATIONThe methanol is distilled off
2. 2
   workup.DISTILLATIONthe residue is purified by fractional distillation which

Procedure

An autoclave is filled with 36.6 g 2,6-diethyl-2,3,6-trimethylpiperidine, 150 ml of methanol and 1 ml conc. hydrochloric acid. 11 g of ethylene oxide are added under a pressure of 2 atmospheres and the autoclave is heated to 100° C. for 24 hours. The methanol is distilled off and the residue is purified by fractional distillation which yields 1-(2-hydroxyethyl)-2,6-diethyl-2,3,6-trimethylpiperidine (Compound No. 8) boiling at 106° C./0.1 mm Hg.

Source