Reaktion #1049636

Reaktionsgleichung

propionyl chloride

propionyl chloride

propionyl chloride

4-aminomethyl-1-(2-phenoxyethyl)piperidine

→

N-[1-(2-phenoxyethyl)piperid-4-ylmethyl]propionamide

Lösungsmittel

dichloromethane

dichloromethane

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred at this temperature for a further 2 hours
2. 2
   workup.STIRRINGthe solution stirred for a further half-hour
3. 3
   workup.STIRRINGthe mixture stirred for 1 hour
4. 4
   ExtraktionThe mixture was extracted with 2M hydrochloric acid
5. 5
   WaschenThe combined acidic extracts were washed with ethyl acetate
6. 6
   Extraktionextracted with dichloromethane
7. 7
   Sonstigeto give an oil which

Vorschrift

A solution of propionyl chloride (2.37 g) in dichloromethane (10 ml) was added dropwise to a solution of 4-aminomethyl-1-(2-phenoxyethyl)piperidine (6.0 g) in dichloromethane (50 ml) and triethylamine (3.9 ml) at 0° C. The solution was allowed to warm up to ambient temperature with stirring and then stirred at this temperature for a further 2 hours. More propionyl chloride (0.3 ml) was added at ambient temperature and the solution stirred for a further half-hour. Further propionyl chloride (0.3 ml) was added and the mixture stirred for 1 hour. The mixture was extracted with 2M hydrochloric acid. The combined acidic extracts were washed with ethyl acetate, then basified with sodium hydroxide solution and extracted with dichloromethane to give an oil which solidified on standing to give N-[1-(2-phenoxyethyl)piperid-4-ylmethyl]propionamide, m.p. 85°-86° C.

Quelle