Reacción #423251

Ecuación de reacción

PPVE

dimethyl 5-hydroxy-isophthalate

→

dimethyl 5-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)isophthalate

Rendimiento 85.1%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroIn a nitrogen purged
2. 2
   Otrodry box
3. 3
   Otroequipped with a stirrer and addition funnel
4. 4
   Otroto form a reaction mixture
5. 5
   Otrothe thus formed reaction mixture
6. 6
   Temperaturawas heated
7. 7
   OtroThe catalyst was then removed from the resulting mixture via filtration through a bed of silica gel
8. 8
   OtroThe filtrate thus produced
9. 9
   Concentraciónwas concentrated under vacuum
10. 10
    Otroa rotary evaporator
11. 11
    workup.DISTILLATIONfollowed by vacuum distillation

Procedimiento

In a nitrogen purged dry box, THF (500 mL) and dimethyl 5-hydroxy-isophthalate (42 g, 0.20 mol) were added to an oven-dried round bottom reaction flask equipped with a stirrer and addition funnel. Potassium carbonate catalyst (6.955 g, 0.0504 mol) was added via the addition funnel to form a reaction mixture. Subsequently PPVE (79.8 g, 0.30 mol) was added via the addition funnel and the thus formed reaction mixture was heated to reflux at 66° C. for 16 hours. The catalyst was then removed from the resulting mixture via filtration through a bed of silica gel. The filtrate thus produced was concentrated under vacuum using a rotary evaporator, followed by vacuum distillation to give 81.04 g (85.12% yield) of the desired dimethyl 5-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)isophthalate (F10-iso) collected as the distillate.

Fuente