Réaction #1938

Équation de réaction

hydrochloric ether

triethylamine

compound

4-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methylamino)ethoxy]ethyl]piperidine dihydrochloride

benzyl chloroformate

→

hydrochloride

4-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methyl-N-benzyloxycarbonylamino)ethoxy]ethyl]piperidine hydrochloride

Solvants

DCM

DCM

Conditions de réaction

Traitement

1. 1
   LavageThe reaction mixture is washed twice with water
2. 2
   Séchagedried over MgSO4
3. 3
   Concentrationconcentrated under vacuum
4. 4
   AutreThe residue is chromatographed on silica gel H
5. 5
   AutreThe product obtained
6. 6
   Concentrationconcentrated under vacuum

Mode opératoire

0.41 ml of triethylamine is added to a solution of 0.5 g of the compound obtained in EXAMPLE 11, step B), in 10 ml of DCM, the mixture is then cooled to 0° C. and 0.14 ml of benzyl chloroformate is added dropwise. The reaction mixture is washed twice with water, dried over MgSO4 and concentrated under vacuum. The residue is chromatographed on silica gel H using DCM and then a DCM/MeOH mixture (94/6; v/v) as the eluent. The product obtained is taken up with DCM, acidified to pH 1 by the addition of hydrochloric ether and concentrated under vacuum to give 0.39 g of the expected hydrochloride after crystallization from iso ether. M.p.=135° C.

Source