Reaktionsgleichung
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][CH:11]1[C:19]2[C:14](=[CH:15][C:16]([N+:20]([O-])=O)=[CH:17][CH:18]=2)[C:13](=[O:23])[CH2:12]1.C(N(CC)CC)C.C(OCC)(=O)C>ClCCl>[CH3:10][CH:11]1[C:19]2[C:14](=[CH:15][C:16]([NH:20][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:17][CH:18]=2)[C:13](=[O:23])[CH2:12]1Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
As presented in the following reaction formula, a solution of benzoyl chloride (PhCOCl; 6.7 g, 0.043 mol) in dichloromethane (DCM; 20 mL) was added at 0° C. to a mixture of 3-methyl-6-nitro-2,3-dihydro-1-H-inden-1-one (7 g, 0.043 mol) and triethylamine (9.6 g, 0.095 mol) in dichloromethane (DCM; 100 mL), and the reaction mixture was stirred for 2 hours. After the completion of reaction, the mixture was washed with water (50 mL), saturated sodium hydrogen carbonate (50 mL) and saturated brine (50 mL) and then concentrated to give a crude product. The crude product was purified by silica gel (50 g) column chromatography (product of Merck Co., Ltd.) using an eluent of pentane (PE):ethyl acetate (10:1 (by volume)) to give the desired product N-(1-methyl-3-oxo-indan-5-yl)benzamide (10 g, yield: 87%) as a yellow solid.
Aufarbeitung
- customAfter the completion of reaction
- washthe mixture was washed with water (50 mL), saturated sodium hydrogen carbonate (50 mL) and saturated brine (50 mL)
- concentrationconcentrated
- customto give a crude product
- customThe crude product was purified by silica gel (50 g) column chromatography (product of Merck Co., Ltd.)
Quellen und Nachweise
- ORD-Eintrag
- ord-5feabcee308f439686424084a76a7a3a
- Quelldatensatz
- uspto-grants-2016_01
- Patentnummer
- US09242928B2
Verknüpfte Notizen
Wird geladen…