تفاعل #63296

معادلة التفاعل

HCl

Heptafluorobutyryl chloride

2-aminobenzylcyanide

diisopropylethylamine

→

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

المردود 95.0%

المذيبات

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas cooled in an ice bath under a nitrogen atmosphere
2. 2
   workup.WAITthe reaction was left
3. 3
   أخرىthe organic phase was separated
4. 4
   تجفيفdried over MgSO4
5. 5
   ترشيحAfter filtration and concentration
6. 6
   أخرىwith a rotary evaporator
7. 7
   أخرىthe crude, orange oil (42 g) was purified by high pressure liquid chromatography

الإجراء التجريبي

A mixture of 2-aminobenzylcyanide (15 g) [Rousseau et al., JACS 72, 3047 (1950)], diisopropylethylamine (16 g) and dichloromethane (400 mL) was cooled in an ice bath under a nitrogen atmosphere. Heptafluorobutyryl chloride (28.9 g) in dichloromethane (100 mL) was added dropwise and the reaction was left to warm gradually to room temperature overnight. A 10% aqueous HCl solution was added and the organic phase was separated and dried over MgSO4. After filtration and concentration with a rotary evaporator, the crude, orange oil (42 g) was purified by high pressure liquid chromatography to give 35.4 g of 2,2,3,3,4,4,4-heptafluoro-N-[2-(cyanomethyl)phenyl]butanamide as a white solid, m.p. 76°-79° C.

المصدر