تفاعل #320652

معادلة التفاعل

HCl

potassium t-butoxide

dibenzyl phosphite

lauryl bromide

→

dibenzyl phosphate

Dibenzyl dodecanephosphonate

المذيبات

DMF

DMF

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for an additional 1 h
2. 2
   أخرىAfter completion of the reaction
3. 3
   استخلاصextracted with ethyl acetate (200 mL)
4. 4
   أخرىthe organic phase was dried
5. 5
   تركيزconcentrated
6. 6
   أخرىpurified by flash chromatography

الإجراء التجريبي

To a solution of potassium t-butoxide (6.16 g, 55 mmol), in dry DMF (50 mL), under an argon atmosphere was added dropwise via syringe a solution of dibenzyl phosphite (13.1 g, 50 mmol) in dry DMF (5 mL), and the reaction mixture was stirred at room temperature for 20 min. Then a solution of lauryl bromide (18.6 g, 75 mmol) in dry THF (15 mL), was added dropwise under argon atmosphere, and the mixture was stirred at room temperature for an additional 1 h. After completion of the reaction, the mixture was neutralized with dilute HCl (40 mL) and extracted with ethyl acetate (200 mL), the organic phase was dried, concentrated, and purified by flash chromatography to afford the pure dibenzyl phosphate 14 as a colorless oil (Rf 0.46, silica, ethyl acetate and hexane, 1:2, 10.5 g, 50%).

المصدر