Reaktion #671408

Reaktionsgleichung

(2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-benzylpiperazine

ammonium formate

methanol

water

→

(2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine

fumaric acid

Lösungsmittel

tetrahydrofurane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled to room temperature
2. 2
   Filtrationfiltered through Celite® pad
3. 3
   EinengenThe filtrate was concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
5. 5
   WaschenThe solution was washed with water and brine
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Sonstigeevaporated under reduced pressure
8. 8
   workup.DISSOLUTIONThe residue was dissolved in methanol
9. 9
   workup.ADDITIONtreated with fumaric acid (468 mg)

Vorschrift

A mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-benzylpiperazine (2.94 g), ammonium formate (1.74 g) and 10% palladium-carbon (0.58 g) in a mixed solvent of methanol (11.8 ml), water (5.9 ml) and tetrahydrofurane (10 ml) was stirred for 5.5 hours at 50° C. under nitrogen atmosphere. The reaction mixture was cooled to room temperature and filtered through Celite® pad. The filtrate was concentrated under reduced pressure and the residue was dissolved in ethyl acetate. The solution was washed with water and brine, dried over magnesium sulfate, and evaporated under reduced pressure. The residue was dissolved in methanol and treated with fumaric acid (468 mg) to give colorless powder of fumaric acid salt (1:1) of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine (0.24 g).

Quelle