Pyridine → Carbonochloridic acid, octadecyl ester

Participants

Reaction Conditions

Reaction Steps

Stearyl alcohol (2.7 g, 0.01 mol), and triphosgene (0.99 g, 0.0067 mol) were dissolved in 20 ml methylene chloride, stirred and cooled to 10-15° C. Anhydrous pyridine (0.8 g of, 0.02 mol) was added dropwise into the pre-cooled solution over a 1 hr period. The reaction mixture was stirred for an additional 1 h, then heated in a water bath at 65° C. for 15 min until all the methylene chloride evaporated. The residue was washed 3 times with cold water, dried over Na2SO4 and evaporated to give stearyl chloroformate (1.88 g, 83% yield), also known as octadecyl chloroformate.

Provenance & Evidence