Methanol → HCID 73453586, compound

Participants

Reaction Steps

Sodium hydride (600 mg, cat. 60% disp in oil) was added to a suspension of methyl 4-aminobenzoate (50 g, 330 mmol), geraniol (51 g, 330 mmol) in PhMe (100 mL). The suspension was heated under reflux for 8 hours with the azeotropic removal of MeOH. The mixture was cooled and filtered through a plug of silica (400 mL) with cyclohexane:isopropanol (95:5) as eluant to give the crude ester (X) as a pale yellow oil. Recrystallization from methanol gave the ester (11 g, 12%) as needles.

Provenance & Evidence