تفاعل #63298

معادلة التفاعل

4-aminobenzonitrile

triethylamine

perfluorobutyryl chloride

→

2,2,3,3,4,4,4-heptafluoro-N-[4-(cyano)phenyl]butanamide

المردود 36.9%

المذيبات

dichloromethane

dichloromethane

HCl

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas cooled in ice under a nitrogen atmosphere
2. 2
   أخرىthe layers were partitioned in a separatory funnel
3. 3
   غسيلThe organic phase was washed with a saturated brine solution
4. 4
   تجفيفdried over MgSO4
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated with a rotary evaporator
7. 7
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
8. 8
   أخرىUpon dilution with hexane the product precipitated

الإجراء التجريبي

A mixture of 4-aminobenzonitrile (1.58 g), triethylamine (1.36 g), and dichloromethane (20 mL) was cooled in ice under a nitrogen atmosphere. To this mixture was added perfluorobutyryl chloride (3.11 g) in dichloromethane (10 mL) and the resulting mixture was allowed to warm to room temperature and was then stirred for three hours. The reaction mixture was diluted with HCl solution (1N, 50 mL) and the layers were partitioned in a separatory funnel. The organic phase was washed with a saturated brine solution, dried over MgSO4, filtered and concentrated with a rotary evaporator. The residue was dissolved in dichloromethane. Upon dilution with hexane the product precipitated to give 1.55 g of 2,2,3,3,4,4,4-heptafluoro-N-[4-(cyano)phenyl]butanamide, m.p. 116°-118° C.

المصدر