反応 #1265373

反応方程式

water

ethyl 2-bromobenzoate

4-(N,N,-dimethylaminomethyl)styrene

triethylamine

→

product

収率 63.5%

Ethyl 2-(E-2-(4-(N,N-dimethylaminomethyl)phenyl)ethen-1-yl)benzoate

収率 63.5%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   濃縮The reaction mixture was then concentrated in vacuo
2. 2
   その他the resulting residue was partitioned between ethyl acetate and water
3. 3
   その他The organic phase was separated off
4. 4
   洗浄washed with water
5. 5
   その他dried
6. 6
   濃縮concentrated in vacuo
7. 7
   その他The residue was then recrystallized from petroleum ether

実験手順

18.8 g (82 mmol) of ethyl 2-bromobenzoate, 17.2 g (107 mmol) of 4-(N,N,-dimethylaminomethyl)styrene [sic], 20.7 g (205 mmol) of triethylamine, 0.36 g of palladium(II) acetate and 0.96 g of tri(o-tolyl)phosphine were mixed in 200 ml of dimethylformamide and, after addition of 1 ml of water, stirred at 140° C. for 3 h. The reaction mixture was then concentrated in vacuo, and the resulting residue was partitioned between ethyl acetate and water. The organic phase was separated off, washed with water, dried and concentrated in vacuo. The residue was then recrystallized from petroleum ether. 16.1 g (63%) of the product were obtained.

出典