Reacción #63553

Ecuación de reacción

paraldehyde

sorbic acid

thionyl chloride

sorbic acid

→

desired compound

Rendimiento 64.2%

(1-Chloroethyl)-2,4-hexadienoate

Rendimiento 64.2%

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONA mixture of 5.6 g
2. 2
   Otroreacted at 50° C. for 30 minutes
3. 3
   Otrothe reaction
4. 4
   OtroThe resulting reaction mixture
5. 5
   Temperaturawas cooled with ice
6. 6
   workup.ADDITIONAfter adding dropwise 2.2 g
7. 7
   OtroThe resulting reaction mixture
8. 8
   workup.ADDITIONwas treated
9. 9
   Otropurified in the same manner as in Reference Example 1
10. 10
    Otroto give 5.43 g

Procedimiento

A mixture of 5.6 g. (50 mmoles) of sorbic acid and 7.8 g. (65 mmoles) of thionyl chloride was stirred at a room temperature for one hour, and then reacted at 50° C. for 30 minutes with stirring to complete the reaction. The end point of the reaction was judged by cessation of SO2 gas production and disappearance (dissolution) of sorbic acid. The resulting reaction mixture was cooled with ice, and then 0.27 g. (2 mmoles) of 96% zinc chloride was added thereto. After adding dropwise 2.2 g. of paraldehyde at 0° C., the reaction was carried out at a room temperature for one hour. The resulting reaction mixture was treated and purified in the same manner as in Reference Example 1 to give 5.43 g. (yield: 64.2%) of the desired compound being a clear solution.

Fuente