Iodoethane → Methyl 5-ethoxy-2-methylbenzoate

Participants

Reaction Conditions

Reaction Steps

To a mixture of methyl 5-hydroxy-2-methylbenzoate (134a, 0.600 g, 3.63 mmol) and ethyl iodide (1.13 g, 7.26 mmol) in CH3CN (10 mL) was added K2CO3 (1.00 g, 7.26 mmol) at room temperature. The resulting mixture was heated at 100° C. for 12 hours. The reaction mixture was diluted with EtOAc (25 mL) and H2O (10 mL). The organic layer was separated and washed with NaOH (2 N, 5 mL), H2O (5 mL) and brine (5 mL), dried over Na2SO4 and concentrated under vacuum to give methyl 5-ethoxy-2-methylbenzoate (134b, 0.7 g, 99%) as yellow liquid.

Provenance & Evidence