反応 #362826

反応方程式

diethyl acetamidomalonate

4-(tert-butyl)benzyl bromide

toluene

sodium hydride

→

diethyl 4-(tert-butyl)benzylacetamidomalonate

収率 68.5%

溶媒

water

ethanol

ethanol

—

suspension

反応条件

後処理

1. 1
   その他is surmounted by a condenser
2. 2
   温度After it has been cooled down
3. 3
   その他The organic phase is decanted
4. 4
   洗浄the aqueous phase is washed with 3 times 50 ml of diethyl ether
5. 5
   洗浄washed with water
6. 6
   乾燥dried over sodium sulphate
7. 7
   ろ過filtration and concentration under reduced pressure
8. 8
   その他the product is crystallized in petroleum ether in order

実験手順

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.

出典