Réaction #4455

Équation de réaction

N-amino-1,2,3,6-tetrahydropyridine hydrochloride

triethylami-ne

phenyl chloroformate

→

N-(phenoxy- carbonylamino)-1,2,3,6-tetrahydropyridine

Rendement 92.1%

Solvants

methylene chloride

methylene chloride

Conditions de réaction

Traitement

1. 1
   AutreEvaporation of the solvent
2. 2
   Autregave a residue, which
3. 3
   Extractionwas extracted with ethyl acetate (150 ml)
4. 4
   LavageThe extract was washed with water
5. 5
   Séchagedried over magnesium sulfate
6. 6
   AutreThe solvent was evaporated in vacuo

Mode opératoire

To a solution of N-amino-1,2,3,6-tetrahydropyridine hydrochloride (1.346 g) and triethylami-ne (2.024 g) in methylene chloride (60 ml) was added a solution of phenyl chloroformate (1.566 g) in methylene chloride (40 ml) and the mixture was stirred for 4 hours at 5° C. Evaporation of the solvent gave a residue, which was extracted with ethyl acetate (150 ml). The extract was washed with water and dried over magnesium sulfate. The solvent was evaporated in vacuo to give N-(phenoxy- carbonylamino)-1,2,3,6-tetrahydropyridine (2.01 g), which was recrystallized from diisopropyl ether to give the desired compound (0.732 g) as colorless needles. mp: 124°-125.5° C.

Source