تفاعل #94520

معادلة التفاعل

THF

dimethyl methylphosphonate

tetrahydrofuran

ethyl heptanoate

→

title compound

Dimethyl 2-oxooctylphosphonate

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   أخرىat about -65° C
2. 2
   تركيزthe mixture is concentrated under reduced pressure
3. 3
   workup.ADDITIONThe residue is mixed with dichloromethane (about 400 ml.) and water (about 50 ml.)
4. 4
   أخرىseparated
5. 5
   تجفيفThe organic phase is dried over magnesium sulfate
6. 6
   تركيزconcentrated
7. 7
   workup.DISTILLATIONDistillation

الإجراء التجريبي

n-Butyllithiium (130 ml. of 1.6 M. solution) is slowly added to a solution of dimethyl methylphosphonate (25.6 g.) in 475 ml. of tetrahydrofuran (THF) at about -65° C. To the mixture is added a solution of ethyl heptanoate (18.4 g.) in 50 ml. of THF, annd the resulting mixture is stirred at about -70° C. for 2 hrs. Then, 16 ml. of acetic acid is added, and the mixture is concentrated under reduced pressure. The residue is mixed with dichloromethane (about 400 ml.) and water (about 50 ml.) shaken, and separated. The organic phase is dried over magnesium sulfate and concentrated. Distillation yields the title compound.

المصدر