反应 #1265374

反应方程式

ethyl 2-chloronicotinate

4-(N,N-dimethylaminomethyl)styrene

triethylamine

tri(o-tolyl)phosphine

→

product

收率 33.9%

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

收率 33.9%

溶剂

water

dimethylformamide

反应条件

后处理

1. 1
   浓缩The reaction mixture was then concentrated in vacuo
2. 2
   其他the resulting residue was partitioned between ethyl acetate and water
3. 3
   其他The organic phase was separated off
4. 4
   洗涤washed with water
5. 5
   其他dried
6. 6
   浓缩concentrated in vacuo
7. 7
   其他The residue was then crystallized as oxalate from isopropanol
8. 8
   workup.ADDITIONafter addition of an equivalent amount of oxalic acid

实验过程

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.

来源