Reacción #343151

Ecuación de reacción

potassium pentafluoropropionate

6-methoxy-5-bromo-1-cyanonaphthalene

toluene

N,N-dimethylformamide

→

6-methoxy-5-pentafluoroethyl-1-cyanonaphthalene

Disolventes

toluene water

methylene chloride

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   FiltraciónThe two phases were filtered
3. 3
   Otroafter which the organic layer was separated
4. 4
   Lavadowashed with brine
5. 5
   Concentraciónconcentrated in vacuo

Procedimiento

A suitable reaction vessel was charged with 8.1 g of 6-methoxy-5-bromo-1-cyanonaphthalene, 11.8 g of CuI, 35 ml of toluene, and 55 ml of N,N-dimethylformamide. The reaction mixture was heated to 165° C. with concurrent azeotropic removal at toluene/water (25 ml) and then maintained at 155° C. when 11.8 g of potassium pentafluoropropionate was added. The reaction was monitored by VPC. After five hours no starting material was detected and the reaction mixture was poured into 150 ml of water and 125 ml of methylene chloride. The two phases were filtered, after which the organic layer was separated, washed with brine, and concentrated in vacuo to provide a crude 6-methoxy-5-pentafluoroethyl-1-cyanonaphthalene (6-MPCN) having a purity of greater than 95%.

Fuente