Chlorophosphonation of Methyl Carboxylates

Abstract

Chlorophosphonations of some methyl carboxylates were carried out under the condition ; 1 : 5 of the mole ratio of methyl carboxylate to PCl3, 200 ml/min of the flow rate of oxygen, -15-0°C and 3 hrs. The products were esterified with ethanol, and the diethyl esters were used for G.L.C. analysis, using a 3 m × 3 mmφ, Ucon LB 550 X column. The G.L.C. peaks of the products were identified by the comparision of their retention times with those of the peaks of authentic samples synthesized by other methods independently. Isomer distributions were calculated from the area ratios of the G.L.C. peaks. The relative reactivities of C-H bonds of the methylene group to the C-H bond of the terminal methyl group as reference standard, are shown in the following Table.