تفاعل #44925
ord-e57508df4c494718b30ab937cbf2203a
معادلة التفاعل
sodium chloride
acetophenone
ethyl diethylphosphonoacetate
sodium hydride
→
product
المردود 128.9%
ethyl (E)-3-phenylbut-2-enoate
المردود 128.9%
الكواشف
لا شيء
ظروف التفاعل
درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1استخلاصthe resulting mixture is extracted with ether
- 2تجفيفThe organic phase is dried (Na2SO4)
- 3أخرىthe solvents are evaporated off under reduced pressure
الإجراء التجريبي
A mixture of 10 g (0.25 mol) of sodium hydride and tetrahydrofuran is heated to 50° C., followed by dropwise addition over 30 minutes of a solution of 48 ml (0.19 mol) of ethyl diethylphosphonoacetate in 80 ml of tetrahydrofuran. A solution of 28.4 g (0.24 mol) of acetophenone in 60 ml of tetrahydrofuran is added dropwise at 0° C. and the mixture is stirred for 16 hours at 25° C. 250 ml of saturated sodium chloride solution are added at 0° C. and the resulting mixture is extracted with ether. The organic phase is dried (Na2SO4) and the solvents are evaporated off under reduced pressure. The 46.6 g of product obtained are purified by flash chromatography (90/10 cyclohexane/diisopropyl ether) (29 g; 63%).