Reacción #3111

Ecuación de reacción

5-Bromo-5-chloro-4-hydroxy-2-methyl-6,6,6-trifluorohex-2-ene

trimethyl orthoacetate

→

methyl 6-bromo-6-chloro-3,3-dimethyl-7,7,7-trifluorohept-4-enoate

Rendimiento 65.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofitted with: nitrogen inlet/bubbler
2. 2
   TemperaturaThe mixture was heated with agitation
3. 3
   workup.DISTILLATIONthe methanol-trimethyl orthoacetate distillates were collected until the reactor temperature
4. 4
   TemperaturaThe reaction was then heated to 135° C.
5. 5
   workup.DISTILLATIONthe distillation procedure
6. 6
   Otrothe Montmorillonite was removed by filtration
7. 7
   OtroThe residual trimethyl orthoacetate was then removed by distillation under vacuum (ca. 50° C. @ 100 mmHg)

Procedimiento

5-Bromo-5-chloro-4-hydroxy-2-methyl-6,6,6-trifluorohex-2-ene (10.0 g), trimethyl orthoacetate (16.0 g) and Montmorillonite KSF (0.5 g) were charged to a round-bottomed flask fitted with: nitrogen inlet/bubbler, thermometer and still-head. The mixture was heated with agitation, and the methanol-trimethyl orthoacetate distillates were collected until the reactor temperature increased to 111° C. (ca. 1 hr). The reaction was then heated to 135° C. and held for a further 1 hour. The methanol/trimethyl orthoacetate distillates were recharged and the distillation procedure repeated twice. Once the reaction was complete, the Montmorillonite was removed by filtration. The residual trimethyl orthoacetate was then removed by distillation under vacuum (ca. 50° C. @ 100 mmHg) to give the product, methyl 6-bromo-6-chloro-3,3-dimethyl-7,7,7-trifluorohept-4-enoate as a brown oil (7.8 g, 59% yield).

Fuente