تفاعل #42782

معادلة التفاعل

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

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe mixture is filtered through a short pad of Celite, which
2. 2
   غسيلis then thoroughly washed through with ethyl acetate
3. 3
   غسيلThe filtrate is washed successively with water and brine
4. 4
   تجفيفThe organic layer is dried (MgSO4)
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe residue is purified by flash chromatography (cyclohexane/ethyl acetate gradient)

الإجراء التجريبي

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.

المصدر