Reacción #170870

Ecuación de reacción

5-bromo-2,2-difluoro-benzo[1,3]dioxole

acetonitrile

triethylamine

→

2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe cooled reaction mixture
2. 2
   Filtraciónwas filtered
3. 3
   Otrothe filtrate was evaporated to dryness
4. 4
   OtroThe residue was purified by silica gel column chromatography

Procedimiento

A solution of 5-bromo-2,2-difluoro-benzo[1,3]dioxole (11.8 g, 50.0 mmol) and tetrakis(triphenylphosphine)palladium (0) [Pd(PPh3)4, 5.78 g, 5.00 mmol] in methanol (20 mL) containing acetonitrile (30 mL) and triethylamine (10 mL) was stirred under a carbon monoxide atmosphere (55 PSI) at 75° C. (oil bath temperature) for 15 hours. The cooled reaction mixture was filtered and the filtrate was evaporated to dryness. The residue was purified by silica gel column chromatography to give crude 2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (11.5 g), which was used directly in the next step.

Fuente