تفاعل #59268

معادلة التفاعل

dibenzyl phosphate

oxalyl chloride

DMF

→

dibenzyl chlorophosphate

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   أخرىthe solvent was removed by rotary evaporation
2. 2
   أخرىthe residue was dried in vacuo for 2 h

الإجراء التجريبي

A solution of dibenzyl phosphate (3.76 g, 13.5 mmol) in CH2Cl2 (10 mL) was treated with oxalyl chloride (1.17, 13.5 mmol) and DMF (0.5 mL). The mixture was stirred at room temperature for 1 h, the solvent was removed by rotary evaporation and the residue was dried in vacuo for 2 h to afford dibenzyl chlorophosphate as a yellowish solid. The residue was suspended in CH2Cl2 (5 mL), cooled to 0° C., treated with a solution of benzylic alcohol M (1.7 g, 6.7 mmol) in CH2Cl2 (5 mL) then DBU (2.02 mL, 13.5 mmol, added dropwise). The mixture was stirred at room temperature for 1 h30, and the solvent was removed by rotary evaporation. The residue was purified by column chromatography over silica gel using a gradient of 0-10% EtOAc/hexane as eluent.

المصدر