1-(3-Pentyl)piperazine → 4-(1-Ethylpropyl)piperazine-1-carboxylic Acid 3-trifluoromethylphenyl Ester Hydrochloride
Reaktionsgleichung
[CH2:1]([CH:3]([N:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)[CH2:4][CH3:5])[CH3:2].[Cl:12][C:13]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)=[O:14]>C(Cl)Cl>[ClH:12].[F:23][C:22]([F:24])([F:25])[C:18]1[CH:17]=[C:16]([O:15][C:13]([N:9]2[CH2:10][CH2:11][N:6]([CH:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[CH2:7][CH2:8]2)=[O:14])[CH:21]=[CH:20][CH:19]=1Komponenten
4
Versuchsvorschrift
To a stirred mixture of 1-(1-ethylpropyl)piperazine (175p1, 1.0 mmol) and dry DCM (10 ml) was added 3-trifluoromethylphenyl chloroformate (250 mg, 1.1 mmol). The mixture was stirred overnight at room temperature and then diluted with DCM (50 ml). The reaction mixture was washed with 1 N NaOH (3×25 ml) and water (2×25 ml). The organic solution was concentrated and the residue was dissolved in a 0.5 N HCl solution (15 ml) and a small portion of acetonitrile. The acidic solution was concentrated and stirred with ethyl acetate (15 ml). The solid was isolated and dried to give 330 mg (86%) of the title compound as a solid. M.p. 260-261° C.
Aufarbeitung
- washThe reaction mixture was washed with 1 N NaOH (3×25 ml) and water (2×25 ml)
- concentrationThe organic solution was concentrated
- dissolutionthe residue was dissolved in a 0.5 N HCl solution (15 ml)
- concentrationThe acidic solution was concentrated
- stirringstirred with ethyl acetate (15 ml)
- customThe solid was isolated
- customdried
Quellen und Nachweise
- ORD-Eintrag
- ord-fd674f70440b4624b481b206cab96f30
- Quelldatensatz
- uspto-grants-2007_10
- Patentnummer
- US07279470B2
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