تفاعل #1265374

معادلة التفاعل

ethyl 2-chloronicotinate

4-(N,N-dimethylaminomethyl)styrene

triethylamine

tri(o-tolyl)phosphine

→

product

المردود 33.9%

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

المردود 33.9%

المذيبات

water

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 crystallized as oxalate from isopropanol
8. 8
   workup.ADDITIONafter addition of an equivalent amount of oxalic acid

الإجراء التجريبي

6.7 g (39 mmol) of ethyl 2-chloronicotinate, 8.2 g (51 mmol) of 4-(N,N-dimethylaminomethyl)styrene, 9.9 g (98 mmol) of triethylamine, 0.36 g of palladium(II) acetate and 0.96 [lacuna] of tri(o-tolyl)phosphine were mixed in 150 ml of dimethylformamide and, after addition of 1 ml of water, stirred at 140° C. for 13 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 crystallized as oxalate from isopropanol after addition of an equivalent amount of oxalic acid. 4.1 g (27%) of the product were obtained as monooxalate.

المصدر