Potassium Carbonate → Ethyl 2,6-bis(trifluoromethyl)-4-{4-[(1-ethoxycarbonyl)ethoxy]phenoxy}-3-pyridinecarboxylate

Participants

Reaction Steps

A 250 ml round bottom flask is charged with 3.54 g (0.011 mol) of product of Example 19, 2.31 g (0.011 mol) of 4-[(1-ethoxycarbonyl)ethoxy]phenol and 1.82 g (0.013 mol) of K2CO3 in 150 ml of methyl isobutyl ketone. This mixture was stirred at reflux for 18 hours, filtered and concentrated. The residue was taken up in ether, washed with 5% NaOH, water, dried (MgSO4) and concentrated in vacuo to afford 3.75 g of an orange oil. Purification by HPLC using 18% ethyl acetate/cyclohexane as eluting solvent gave 2.66 g of an oil which was kugelrohr distilled at 41 Pa, pot temperature 150°-154° C., affording 2.56 g (47.0%) of product as a clear oil, nD25 1.4732.

Provenance & Evidence