Réaction #4291

Équation de réaction

N-[2-[(3,4-dichlorophenyl)sulfonyl]ethyl]-N-(1-methylethyl)carbamic acid phenyl ester

→

white crystalline product

Rendement 32.4%

N-[2-[(3,4-Dichlorophenyl)sulfonyl]ethyl]-2-propanamine

Rendement 32.4%

Solvants

HBr

Conditions de réaction

Traitement

1. 1
   Températureat reflux for 12 hr
2. 2
   Extractionextracted with chloroform
3. 3
   ExtractionThe chloroform layer was extracted with 1N sulfuric acid
4. 4
   ExtractionThe sulfuric acid layer was extracted with chloroform
5. 5
   Autreevaporated to an oil
6. 6
   AutreA portion of the oil was reacted with ethereal hydrogen chloride

Mode opératoire

A solution of 44.27 g (0.107 mole of N-[2-[(3,4-dichlorophenyl)sulfonyl]ethyl]-N-(1-methylethyl)carbamic acid phenyl ester in 300 ml of 48% HBr was heated at reflux for 12 hr. The reaction mixture was cooled to room temperature, made alkaline with 50% sodium hydroxide-ice and extracted with chloroform. The chloroform layer was extracted with 1N sulfuric acid. The sulfuric acid layer was extracted with chloroform and the chloroform layers combined and evaporated to an oil, the free base of the title compound. A portion of the oil was reacted with ethereal hydrogen chloride to give an overall yield of 32.4% white crystalline product, m.p. 219°-221° C.

Source