Diethyl Ether → HCID 21834562, compound

Participants

Reaction Steps

A solution of 2-O-octadecyl-3-O-trityl-glycerol (10 g, 17.04 mmol) in 52 mL anhydrous pyridine is added dropwise during 30 min. to a solution of p-toluenesulfonyl chloride (5.1 g, 26.75 mmol) in 39 mL anhydrous pyridine with stirring. After 2 days at room temperature, diethyl ether (162 mL) is added, and the precipitate formed is removed by filtration. The organic phase is washed successively with water (6×50 mL), 0.5N HCl (2×29 mL), 0.5N sodium carbonate (2×29 mL), and water (4×50 mL). Evaporation of the solvent in vacuo gives an oily product which becomes solid after drying in vacuo. The product, 1-O-p-toluenesulfonyl-2-O-octadecyl-3-O-trityl-glycerol (10.5 g, 85% yield), is used for the next step without purification.

Provenance & Evidence