Tetrahydrofuran → HCID 86632863, Verbindung
Reaktionsgleichung
Cl.[CH2:2]([O:4][C:5](=[O:9])[CH2:6][CH2:7][NH2:8])[CH3:3].Cl[C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[CH:13][C:12]=1[N+:20]([O-:22])=[O:21].C(N(CC)CC)C.O1CCCC1>C(OCC)(=O)C>[N+:17]([C:16]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:20]([O-:22])=[O:21])[C:11]=1[NH:8][CH2:7][CH2:6][C:5]([O:4][CH2:2][CH3:3])=[O:9])([O-:19])=[O:18]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of beta-alanine ethyl ester hydrochloride (911 mg, 5.39 mmol), 2-chloro-1,3-dinitrobenzene (1.00 g, 4.94 mmol), triethylamine (2.07 mL, 14.9 mmol) and tetrahydrofuran (50 mL) was stirred at room temperature for 2 hr. To the reaction mixture were added beta-alanine ethyl ester hydrochloride (455 mg, 2.96 mmol) and triethylamine (1.03 mL, 7.39 mmol) at room temperature and the resultant mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a 0-20% ethyl acetate/n-hexane gradient mixture to give the title compound as an oil (1.39 g, 4.92 mmol, 99.6%).
Aufarbeitung
- washwashed with water and brine
- dry with materialdried over anhydrous sodium sulfate
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe residue was purified by flash column chromatography on silica gel eluting with a 0-20% ethyl acetate/n-hexane gradient mixture
Quellen und Nachweise
- ORD-Eintrag
- ord-623b65e31a1a4f17bc4abd0f6bb2c025
- Quelldatensatz
- uspto-grants-2014_07
- Patentnummer
- US08785460B2
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