反応 #64353

反応方程式

6-nitro-2,2-dimethyl-2H-1-benzopyran-4-carboxylic acid

2,2,2-trifluoroethylamine

2,2'-dipyridyl disulfide

triphenylphosphine

→

(2',2',2'-trifluoroethyl)-6-nitro-2,2-dimethyl-2H-1-benzopyran-4-carboxamide

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他The solvent was removed
2. 2
   workup.DISTILLATIONby distillation
3. 3
   その他the residue was purified by silica gel column chromatography (developing solution; AcOEt:n-hexane=1:1)
4. 4
   その他recrystallized from a mixture of n-hexane and ethyl acetate

実験手順

A mixture of 1.00 g of 6-nitro-2,2-dimethyl-2H-1-benzopyran-4-carboxylic acid, 0.44 g of 2,2,2-trifluoroethylamine, 0.97 g of 2,2'-dipyridyl disulfide, 1.16 g of triphenylphosphine, and 20 ml of dichloromethane was stirred at room temperature for 3 hours. The solvent was removed therefrom by distillation, and the residue was purified by silica gel column chromatography (developing solution; AcOEt:n-hexane=1:1) and then recrystallized from a mixture of n-hexane and ethyl acetate to obtain 0.98 g of N (2',2',2'-trifluoroethyl)-6-nitro-2,2-dimethyl-2H-1-benzopyran-4-carboxamide represented by formula shown below.

出典