Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 54238850, compound

Participants

Reaction Steps

A mixture of 6-methylpyridine-3-carboxaldehyde (2 g, 16.5 mmol) and methyl (triphenylphosphoranylidene) acetate (6.1 g, 1.1 eq.) in toluene (100 mL) was stirred at reflux for 18 hours. The solvent was removed in vacuo, the residue washed with diethyl ether (100 mL) and filtered. The crude product was purified by chromatography eluting with CH2Cl2/MeOH (99/1) to give the title compound as a white solid (2.47 g, 85%). 1H NMR (CDCl3, 250 MHZ) δ(ppm); 8.60 (d, 1H); 7.70 (dd, 1H); 7.65 (d, J=15 Hz, 1H); 7.20 (d, 1H); 6.50 (d, J=15 Hz, 1H); 3.85 (s, 3H); 2.60 (s, 3H).

Provenance & Evidence