Potassium Carbonate → HCID 70064071, compound

Participants

Reaction Steps

A stirred mixture of 3-chloro-8-methoxy-4,5-dihydronaphth[1,2-c]isoxazole (2.66 g, 11.32 mmol), homopiperazine (11.40 g, 113.2 mol) and K2CO3 (3.13 g, 22.68 mmol) in 10.0 ml of N-methylpyrrolidinone under N2 was lowered into an oil bath preheated to 150° C. The mixture was heated while stirring under N2 for 20 minutes. At that time, TLC (CH2Cl2) showed no starting material remained. The mixture was removed from the heating bath, allowed to cool to room temperature and diluted with H2O, which caused a solid to precipitate. The crude solid was dried, recrystallized from Et2O and dried in vacuo (0.1 mm) at 85° C., to provide pure product, mp of 106°-109° C., homogeneous by TLC [silica, 1:1 CH3OH:CH2Cl2, Rf=0.18]. The IR (CHCl3), NMR (CDCl3) and Mass Spectrum (M+ =299, EI, 70 eV) were consistent with the structure. The yield was 1.7948 g (6.00 mmol, 53.03%).

Provenance & Evidence