Potassium Hydroxide → HCID 19613993, Verbindung

Reaktionsgleichung

[OH-:1].[K+].[OH:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([OH:14])[CH:10]=2)[CH:5]=1.C([O:17][P:18]([CH2:23][CH2:24][CH2:25][CH2:26]Br)(=[O:22])[O:19]CC)C>C(O)C>[P:18]([CH2:23][CH2:24][CH2:25][CH2:26][O:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:14][CH2:26][CH2:25][CH2:24][CH2:23][P:18]([OH:17])([OH:19])=[O:22])[CH:10]=2)[CH:5]=1)([OH:19])([OH:17])=[O:1]

Komponenten

Versuchsvorschrift

1.34 g of KOH in ethanol were added dropwise to a mixture of 2,6-dihydroxynaphthalene (1.6g, 10 mmol) and diethyl(4-bromobutyl)phosphonate (6.0 g, 22 mmol) in ethanol, the mixture was left at room temperature for over night. The product was extracted with CH2Cl2. The CH2Cl2 solution was dried, leaving a brownish solid. The ester was purified by column chromatography. The bisphosphonate ester was converted to the acid by overnight stirring with 4-fold excess of bromotrimethylsilane in dry dichloromethane followed by addition of water. The bisphosphonic acid derivative was washed with CH2Cl2, filtered and collected.