反応 #1435737

反応方程式

tert-butyl methyl ether

sodium hydride

ethyl malonate

1-bromo-2,6-difluorobenzene

hydrochloric acid

→

diethyl (2,6-difluorophenyl)malonate

溶媒

water

1,4-dioxane

反応条件

後処理

1. 1
   workup.ADDITIONwere added dropwise at 60° C.
2. 2
   温度refluxed for 16 hours
3. 3
   温度under heating
4. 4
   温度cooling
5. 5
   洗浄The separated organic layer was washed with dil. hydrochloric acid and water subsequently
6. 6
   乾燥dried over sodium sulfate
7. 7
   濃縮concentrated
8. 8
   workup.DISTILLATIONThe residue was distilled under reduced pressure

実験手順

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)

出典