반응 #10854

반응 방정식

diethyl malonate

NaH

4-bromo-3-fluorotoluene

HCl

→

title compound

수율 59.6%

diethyl (2-fluoro-4-methylphenyl)malonate

수율 59.6%

용매

1,4-dioxane

1,4-dioxane

반응 조건

후처리

1. 1
   workup.WAITAfter 15 min
2. 2
   workup.ADDITIONwas added
3. 3
   온도The reaction mixture was heated at 100° C. for approximately 15 hours
4. 4
   온도was then cooled to 15° C
5. 5
   기타the precipitate produced
6. 6
   여과was filtered off
7. 7
   추출The filtrate was extracted
8. 8
   기타the organic phases, after separation
9. 9
   기타were dried

실험 절차

0.49 mol of diethyl malonate was added at 60° C. inside 2 hours to a mixture of 0.51 mol of NaH and 140 ml of 1,4-dioxane. The mixture was stirred for approximately 10 min at 60° C. and then 0.05 mol of Cu(I)Br was added. After 15 min, a mixture of 0.25 mol of 4-bromo-3-fluorotoluene and 10 ml of 1,4-dioxane was added. The reaction mixture was heated at 100° C. for approximately 15 hours and was then cooled to 15° C. After acidifying with 35 ml of 12N HCl at 15 to 20° C., the precipitate produced was filtered off. The filtrate was extracted and the organic phases, after separation, were dried and then freed from the solvent. 40 g of the title compound were obtained.

출처