Triethylamine → 4-bromo-N-cyclohexyl-N-cyclopentylbenzamide
Reaktionsgleichung
[CH:1]1([NH:6][CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Br:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1>O1CCCC1.O.C(OCC)(=O)C>[Br:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([N:6]([CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)[CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5]2)=[O:26])=[CH:23][CH:22]=1Komponenten
7
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Versuchsvorschrift
To a cold (+5° C.) stirred solution of N-cyclopentyl-N-cyclohexyl amine (4.0 g, 24 mmol) and triethylamine (2.5 g, 24 mmol) in tetrahydrofuran (50 ml) was added dropwise a solution of 4-bromobenzoyl chloride (5.0 g, 23 mmol) in tetrahydrofuran (20 ml). The reaction was stirred at room temperature overnight and worked up by diluting with water and ethyl acetate. The layers were separated and the organic layer was washed twice with 0.5N KHSO4, twice with 5% NaHCO3, and once with saturated aqueous NaCl solution. After drying over MgSO4, the drying agent was filtered, the filtrate concentrated in vacuo, and the residue recrystallized from cyclohexane to give the title compound: m. p. 110-112° C.
Aufarbeitung
- customThe layers were separated
- washthe organic layer was washed twice with 0.5N KHSO4, twice with 5% NaHCO3
- dry with materialAfter drying over MgSO4
- filtrationthe drying agent was filtered
- concentrationthe filtrate concentrated in vacuo
- customthe residue recrystallized from cyclohexane
Quellen und Nachweise
- ORD-Eintrag
- ord-1bd458b98dbc4b7f9dab528fe9928102
- Quelldatensatz
- uspto-grants-1993_06
- Patentnummer
- US05223539
Notizen zur Reaktion
Wird geladen…