Potassium Phosphate, Tribasic → (4-Amino-3-methoxyphenyl)diethylphosphine oxide
Reaktionsgleichung
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:9][CH3:10])[CH:3]=1.[CH2:11]([PH:13](=[O:16])[CH2:14][CH3:15])[CH3:12].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:11]([P:13]([C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:9][CH3:10])[CH:3]=1)([CH2:14][CH3:15])=[O:16])[CH3:12]Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of 4-bromo-2-methoxyaniline (0.100 g, 0.495 mmol) in 2 mL DMF was added diethylphosphine oxide (0.0730 g, 0.544 mmol), palladium acetate (5.6 mg, 0.025 mmol), XANTPHOS (17.2 mg, 0.030 mmol), and potassium phosphate (0.116 g, 0.544 mmol). The mixture was purged with nitrogen, and subjected to microwaves at 150° C. for 20 minutes. The reaction mixture was concentrated and purified by silica gel chromatography (0-12% 7N ammonia in methanol:dichloromethane) and the fractions were concentrated. The residue was acidified with 2.5 M HCl in ethanol and the solution was concentrated to provide 4-(diethylphosphoryl)-2-methoxyaniline as the hydrochloride salt (0.132 g, 91% yield).
Aufarbeitung
- customThe mixture was purged with nitrogen
- concentrationThe reaction mixture was concentrated
- custompurified by silica gel chromatography (0-12% 7N ammonia in methanol:dichloromethane)
- concentrationthe fractions were concentrated
- concentrationthe solution was concentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-751d8041e7ed43e4a27b4f3ccab9e8c0
- Quelldatensatz
- uspto-grants-2015_04
- Patentnummer
- US09012462B2
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