Reacción #701848

Ecuación de reacción

Methyl vinyl ketone

sodium

diethyl phosphite

sodium ethoxide

→

diethyl 3-oxobutylphosphonate

Disolventes

ethanol

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprotected by a drying tube
2. 2
   Otroat 35°-40° C
3. 3
   workup.ADDITIONThe addition required about one hour
4. 4
   workup.ADDITIONafter the addition
5. 5
   Otrowas stripped to dryness in vacuo at 60° C.
6. 6
   Lavadowashed successively
7. 7
   workup.ADDITIONwith dilute acid, water and saturated sodium chloride solution
8. 8
   OtroAfter drying
9. 9
   workup.DISTILLATIONthe chloroform solution was distilled

Procedimiento

To 243 grams (1.76 moles) of diethyl phosphite stirred under nitrogen and protected by a drying tube was added a solution of sodium ethoxide prepared from 5.07 grams (0.22 mole) of sodium in 100 ml of anhydrous ethanol. Methyl vinyl ketone, 112 grams (1.60 moles), was then added at such a rate as to keep the temperature at 35°-40° C. The addition required about one hour. The reaction mixture was stirred for one-half hour after the addition was completed and was stripped to dryness in vacuo at 60° C./16 mm. The residue was taken up in 600 ml of chloroform, and the solution cooled to 15° C. and washed successively with dilute acid, water and saturated sodium chloride solution. After drying, the chloroform solution was distilled to yield 112 grams of diethyl 3-oxobutylphosphonate as a colorless liquid, B.P. 106° C./0.05 mm, nD 25 1.4340. VPC indicated that the product was 90% pure.

Fuente