반응 #362826

반응 방정식

diethyl acetamidomalonate

4-(tert-butyl)benzyl bromide

toluene

sodium hydride

→

diethyl 4-(tert-butyl)benzylacetamidomalonate

수율 68.5%

용매

water

ethanol

ethanol

—

suspension

반응 조건

후처리

1. 1
   기타is surmounted by a condenser
2. 2
   온도After it has been cooled down
3. 3
   기타The organic phase is decanted
4. 4
   세척the aqueous phase is washed with 3 times 50 ml of diethyl ether
5. 5
   세척washed with water
6. 6
   건조dried over sodium sulphate
7. 7
   여과filtration and concentration under reduced pressure
8. 8
   기타the product is crystallized in petroleum ether in order

실험 절차

25 g of 4-(tert-butyl)benzyl bromide, 50 ml of anhydrous toluene and 3.1 g of sodium hydride in 80% suspension in oil are added to a three-necked flask which is surmounted by a condenser, followed by 21.8 g of diethyl acetamidomalonate. The mixture is heated at 110° C. for 17 h. After it has been cooled down, 15 ml of absolute ethanol, then 15 ml of 50% ethanol and then 50 ml of water are added slowly to it using a dropping funnel. The organic phase is decanted and the aqueous phase is washed with 3 times 50 ml of diethyl ether. The organic phases are combined, washed with water and then dried over sodium sulphate. Following filtration and concentration under reduced pressure, the product is crystallized in petroleum ether in order to yield 25 g of diethyl 4-(tert-butyl)benzylacetamidomalonate in the form of a white solid which melts at 80° C.

출처