Reacción #1435737

Ecuación de reacción

tert-butyl methyl ether

sodium hydride

ethyl malonate

1-bromo-2,6-difluorobenzene

hydrochloric acid

→

diethyl (2,6-difluorophenyl)malonate

Disolventes

water

1,4-dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwere added dropwise at 60° C.
2. 2
   Temperaturarefluxed for 16 hours
3. 3
   Temperaturaunder heating
4. 4
   Temperaturacooling
5. 5
   LavadoThe separated organic layer was washed with dil. hydrochloric acid and water subsequently
6. 6
   Secadodried over sodium sulfate
7. 7
   Concentraciónconcentrated
8. 8
   workup.DISTILLATIONThe residue was distilled under reduced pressure

Procedimiento

Into a mixture of 8.00 g of sodium hydride (60% in oil) and 100 ml of 1,4-dioxane, 32.0 g of ethyl malonate were added dropwise at 60° C. , further 14.6 g of cuprous bromide and 19.3 g of 1-bromo-2,6-difluorobenzene were added subsequently, and then refluxed for 16 hours under heating. To the reaction mixture, conc. hydrochloric acid was added under ice-cooling, and then tert-butyl methyl ether and water were added. The separated organic layer was washed with dil. hydrochloric acid and water subsequently, dried over sodium sulfate and concentrated. The residue was distilled under reduced pressure to give 16.5 g of diethyl (2,6-difluorophenyl)malonate. b.p. 107–109° C. (0.14 mmHg)

Fuente