反応 #42782

反応方程式

7-(4-chlorophenyl)-6-isopropyl-2,3-dihydro-1H-1-aza-4,5-dioxa-phenanthren-8-one

N,N-dimethylformamide

→

title compound

4-(6-Isopropyl-8-oxo-1,2,3,8-tetrahydro-4,5-dioxa-1-aza-phenanthren-7-yl)benzonitrile

反応条件

後処理

1. 1
   ろ過The mixture is filtered through a short pad of Celite, which
2. 2
   洗浄is then thoroughly washed through with ethyl acetate
3. 3
   洗浄The filtrate is washed successively with water and brine
4. 4
   乾燥The organic layer is dried (MgSO4)
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The residue is purified by flash chromatography (cyclohexane/ethyl acetate gradient)

実験手順

A mixture of 7-(4-chlorophenyl)-6-isopropyl-2,3-dihydro-1H-1-aza-4,5-dioxa-phenanthren-8-one (71.7 mg, 0.202 mmol), tris(dibenzylideneacetone)dipalladium (0) (92.2 mg, 0.101 mmol), 1,1′-bis(diphenylphosphino)ferrocene (112 mg, 0.202 mmol) and zinc cyanide (24 mg, 0.204 mmol) in N,N-dimethylformamide (2.5 ml) is heated at 180° C. for 40 min under microwave irradiation in an Emrys Optimizer instrument (Biotage AB, Uppsala, Sweden). The mixture is filtered through a short pad of Celite, which is then thoroughly washed through with ethyl acetate. The filtrate is washed successively with water and brine. The organic layer is dried (MgSO4) and concentrated in vacuo. The residue is purified by flash chromatography (cyclohexane/ethyl acetate gradient) to afford the title compound.

出典