Nitrogen → HCID 66764668, compound

Participants

Reaction Conditions

Reaction Steps

4-Methoxy-3-(2-octyloxycarbonyl-ethylsulfanyl)-benzoic acid ethyl ester (2.93 g, 7.40 mmol) was dissolved in THF and the mixture was chilled to −78° C. N2 (g) was bubbled through the reaction mixture and potassium tert-butoxide (8.88 mL, 1.0M in THF, 8.88 mmol) was added via syringe over 2 minutes. The reaction was stirred at −78° C. for 1 hour then slowly allowed to warm to 10° C. for 2 hours. The reaction was then quenched with 1N aq. HCl (30 mL) and submitted to standard aqueous workup. The residue was purified by silica gel chromatography (0-10% EtOAc in hexanes:MeOH (98:2)) to afford the title compound.

Provenance & Evidence