تفاعل #1265373

معادلة التفاعل

water

ethyl 2-bromobenzoate

4-(N,N,-dimethylaminomethyl)styrene

triethylamine

→

product

المردود 63.5%

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

المردود 63.5%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was then concentrated in vacuo
2. 2
   أخرىthe resulting residue was partitioned between ethyl acetate and water
3. 3
   أخرىThe organic phase was separated off
4. 4
   غسيلwashed with water
5. 5
   أخرىdried
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىThe residue was then recrystallized from petroleum ether

الإجراء التجريبي

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.

المصدر