Reaction #93378

Reaction equation

hydrogen chloride

1,3-di-O-benzylglycerol

paraformaldehyde

→

1,3-di-O-benzyl-2-O-chloromethylglycerol

Solvents

1,2-dichloroethane

Conditions

Workup

1. 1
   DryingNext, the solution was dried over magnesium sulfate
2. 2
   Filtrationthen filtered
3. 3
   Concentrationconcentrated

Procedure

Dry hydrogen chloride gas was bubbled for 1.5 hours into a solution of 1,3-di-O-benzylglycerol from Preparation I (15 g, 55 mmol) and paraformaldehyde (3.3 g, 110 mmol) in 175 ml of 1,2-dichloroethane at 0° C. The solution was then stored in a stoppered flask for 21 hours at 4° C. Next, the solution was dried over magnesium sulfate with warming to 21° C. then filtered and concentrated to give 17.5 g of 1,3-di-O-benzyl-2-O-chloromethylglycerol.

Source