Sulfuric acid magnesium salt (1:1) → N-[2-(7-Isopropyl-2-methyl-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]acetamide
Reaktionsgleichung
O[C:2]1([CH2:18][CH2:19][NH:20][C:21](=[O:23])[CH3:22])[C:13]2[C:12]3[O:11][C:10]([CH3:14])=[N:9][C:8]=3[CH:7]=[CH:6][C:5]=2[CH2:4][CH:3]1[CH:15]([CH3:17])[CH3:16].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.S([O-])([O-])(=O)=O.[Mg+2]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH:15]([C:3]1[CH2:4][C:5]2[CH:6]=[CH:7][C:8]3[N:9]=[C:10]([CH3:14])[O:11][C:12]=3[C:13]=2[C:2]=1[CH2:18][CH2:19][NH:20][C:21](=[O:23])[CH3:22])([CH3:17])[CH3:16]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
To a solution of N-[2-(8-hydroxy-7-isopropyl-2-methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]acetamide (132 mg, 0.417 mmol) in toluene (4.2 mL) were added p-toluenesulfonic acid monohydrate (396 mg, 2.08 mmol) and magnesium sulfate (1 g), and the mixture was stirred at 100° C. for 1 hr. The reaction solution was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane=30/70→100/0) to give the title compound (76.1 mg, yield 61%).
Aufarbeitung
- washwashed with saturated aqueous sodium hydrogencarbonate solution and saturated brine
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was evaporated under reduced pressure
- customthe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane=30/70→100/0)
Quellen und Nachweise
- ORD-Eintrag
- ord-eeb4d538f25240a99aede3eb4489e286
- Quelldatensatz
- uspto-grants-2013_10
- Patentnummer
- US08552037B2
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