反応 #73099

反応方程式

3-bromoquinoline

CuCN

→

quinoline-3-carbonitrile

溶媒

EtOAc

pyridine

反応条件

後処理

1. 1
   その他The solids were removed by filtration
2. 2
   濃縮the EtOAc solution concentrated
3. 3
   その他prepared from 80 mL of 30% aqueous NH3 and 800 mL of water
4. 4
   抽出This was extracted with EtOAc (4×800 mL)
5. 5
   乾燥the combined extracts were dried with anhydrous Na2SO4
6. 6
   濃縮concentrated
7. 7
   その他purified by silica gel chromatography (PE:EtOAc=3:1)

実験手順

A suspension of 3-bromoquinoline (1-Im-10, 1.5 g) and CuCN (3 eq) in 10 mL of pyridine in a 25 mL microwave tube was heated at 250° C. for 30 min in a microwave. This was repeated 10 times and the reactions were combined and diluted with 200 mL of EtOAc. The solids were removed by filtration and the EtOAc solution concentrated. The residue was taken up in a solution prepared from 80 mL of 30% aqueous NH3 and 800 mL of water. This was extracted with EtOAc (4×800 mL) then the combined extracts were dried with anhydrous Na2SO4, concentrated and purified by silica gel chromatography (PE:EtOAc=3:1) to give quinoline-3-carbonitrile (2-Im-10).

出典