Réaction #92946

Équation de réaction

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

sodium acetate

→

2-O-acetoxymethyl-1,3-di-O-benzylglycerol

Solvants

dimethlyformamide

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was removed by evaporation at reduced pressure
2. 2
   workup.DISSOLUTIONthe oily residue dissolved in 1 pound of diethylether
3. 3
   LavageThe ether solution was washed once with 750 ml of water, two times with 250 ml of water
4. 4
   Séchageonce with 250 ml of brine, dried over sodium sulfate
5. 5
   Concentrationconcentrated

Mode opératoire

To a solution of 1,3-di-O-benzyl-2-O-chloromethylglycerol from Preparation II (17.5 g, 55 mmol) in 400 ml of dimethlyformamide at 0° C. under a drying tube was added sodium acetate (6 g). The solution was then warmed to 21° C. and magnetically stirred for 15 hours. The solvent was removed by evaporation at reduced pressure and the oily residue dissolved in 1 pound of diethylether. The ether solution was washed once with 750 ml of water, two times with 250 ml of water, and once with 250 ml of brine, dried over sodium sulfate and concentrated to give 19 g of 2-O-acetoxymethyl-1,3-di-O-benzylglycerol as an oil.

Source