4-Hydroxybenzaldehyde → HCID 11612454, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of compound 133 (1.8 g, 4.70 mmol), potassium carbonate (3.2 g, 23.45 mmol) in dimethylformamide (8 mL) was added 4-hydroxybenzaldehyde (0.69 g, 5.63 mmol). It is heated to 80° C. for 12 hours with stirring under nitrogen atmosphere. The mixture was then cooled, diluted with water (20 mL) and extracted with EtOAc (2×20 mL). The combined organic layers were washed with water (2×10 mL), dried over anhydrous sodium sulphate and concentrated under vacuum. The residue thus obtained was purified by column chromatography (10-20% EtOAc-Hexane) to afford the title compound as white solid (1.58 g, 72%). mp 218-220° C.; HPLC: Inertsil ODS 3V (250×4.6 mm) 5 microns [solvent A=0.01 M KH2PO4 (pH 7.0); solvent B=CH3CN], Gradient elution program: T/% B=0/60, 10/60, 25/80, 40/80, 45/60, 50/60; 265 nm, Rt 25.606 min, 98.06% purity; MS (CI): m/z 468 (M+H, 100).

Provenance & Evidence