반응 #1435724

반응 방정식

hydrochloric acid

sodium hydride

diethyl malonate

1-bromo-2,4,6-trifluorobenzene

→

diethyl (2,4,6-trifluorophenyl)malonate

수율 43.4%

용매

1,4-dioxane

water

tert-butyl methyl ether

반응 조건

후처리

1. 1
   workup.ADDITIONwere added dropwise at room temperature
2. 2
   온도under heating
3. 3
   온도cooling
4. 4
   기타The organic layer was separated
5. 5
   세척washed with aqueous sodium hydroxide solution, dil. hydrochloric acid and water subsequently
6. 6
   건조dried over sodium sulfate
7. 7
   농축concentrated

실험 절차

Into a mixture of 4.8 g of sodium hydride (60% in oil) and 100 ml of 1,4-dioxane, 19.2 g of diethyl malonate were added dropwise at room temperature, and then 17.2 g of cuprous bromide and 21.1 g of 1-bromo-2,4,6-trifluorobenzene were subsequently added thereto at 40° C. and refluxed for 26 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 organic layer was separated, washed with aqueous sodium hydroxide solution, dil. hydrochloric acid and water subsequently, dried over sodium sulfate and concentrated. The residue was subjected to silica gel column chromatography to give 12.6 g of diethyl (2,4,6-trifluorophenyl)malonate.

출처