Water → 2-Amino-3'-tert-butoxycarbonylaminomethyl-5-isobutyloxy-benzophenone
Reaktionsgleichung
CN(OC)[C:3](=[O:16])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH:12]([CH3:14])[CH3:13])[CH:7]=[CH:6][C:5]=1[NH2:15].[C:19]([O:23][C:24]([NH:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30](Br)[CH:29]=1)=[O:25])([CH3:22])([CH3:21])[CH3:20].C([Li])CCC.O>O1CCCC1.C(OCC)(=O)C>[NH2:15][C:5]1[CH:6]=[CH:7][C:8]([O:10][CH2:11][CH:12]([CH3:13])[CH3:14])=[CH:9][C:4]=1[C:3]([C:32]1[CH:31]=[CH:30][CH:29]=[C:28]([CH2:27][NH:26][C:24]([O:23][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:25])[CH:33]=1)=[O:16]Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- -78 °C
Versuchsvorschrift
N-Methyl-N-methyloxy-2-amino-5-isobutyloxybenzamide (0.6 g) and N-tert-butoxycarbonyl 3-bromobenzylamine (0.76 g) were dissolved in tetrahydrofuran (18 ml). The solution was cooled to −78° C., to which was added dropwise, while stirring, 9 ml of a hexanoic solution of n-butyl lithium (1.6 mol./L) over 20 minutes. To the reaction mixture were added water (50 ml) and ethyl acetate (50 ml). The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off. The residue was purified by means of a silica gel column chromatography to give 2-amino-3′-tert-butoxycarbonylaminomethyl-5-isobutyloxy-benzophenone as a yellow oily product (0.38 g).
Aufarbeitung
- additionwas added dropwise
- washThe organic layer was washed with water
- dry with materialdried over anhydrous sodium sulfate
- distillationThe solvent was distilled off
- customThe residue was purified by means of a silica gel column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-ff266e9dc2af472cad01c4d375996807
- Quelldatensatz
- uspto-grants-2002_03
- Patentnummer
- US06352982B1
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