تفاعل #309728

معادلة التفاعل

diphenyiphosphoryl azide

2-chloro-7-(trifluoromethyl)quinoline-3-carboxylic acid

hexane EA

→

2-chloro-7-(trifluoromethyl)quinolin-3-amine

المردود 26.0%

المذيبات

benzene

ظروف التفاعل

المعالجة

1. 1
   تركيزConcentration in vacuo
2. 2
   workup.ADDITION(30 ml) was added to this solution
3. 3
   استخلاصDilution with water and extraction with EA
4. 4
   غسيلThe organic phase was washed with water and brine
5. 5
   تجفيفdried over Na2SO4
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated in vacuo

الإجراء التجريبي

20.6 g (75 mmol) of diphenyiphosphoryl azide were added at RT to a solution of 1.4 g (5 mmol) of 2-chloro-7-(trifluoromethyl)quinoline-3-carboxylic acid in benzene (500 ml), and the mixture was then heated for 5 h at 90° C. Concentration in vacuo was then carried out and the residue was taken up in THF (80 ml). 4N aq. LiOH soln. (30 ml) was added to this solution, and stirring was carried out for 1 h at RT. Dilution with water and extraction with EA were then carried out. The organic phase was washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo. CC (hexane/EA 9:1) of the residue yielded 310 mg (1.3 mmol, 26%) of 2-chloro-7-(trifluoromethyl)quinolin-3-amine.

المصدر