Toluene → Ethyl 4-isobutylbenzoate

Participants

Reaction Conditions

Reaction Steps

Triethylorthoacetate (15.4 mL, 84.2 mmol) was added slowly to a solution of isobutyl benzoic acid (5.0 g, 28.1 mmol) and toluene (60 mL) at room temperature. The resulting heterogeneous solution was heated to 115° C. and stirred for 24 hours. The reaction mixture was cooled to room temperature and quenched with 1N HCl (60 mL). The organic layer was separated, washed with saturated NaHCO3 (1×30 mL) and brine (1×30 mL), dried (MgSO4), filtered and concentrated in vacuo to obtain the title compound (5.59 g, 97% yield) as a clear oil.

Provenance & Evidence