反応 #1265374

反応方程式

ethyl 2-chloronicotinate

4-(N,N-dimethylaminomethyl)styrene

triethylamine

tri(o-tolyl)phosphine

→

product

収率 33.9%

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

収率 33.9%

溶媒

water

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

実験手順

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.

出典