Benzyl Bromide → Phenylmethyl 2-hydroxy-1-naphthalenecarboxylate

Participants

Reaction Steps

A solution of 2-hydroxy-1-carboxynaphthalene (4.70 g, 25.0 mmol) and 20% cesium carbonate (20.3 mL, 12.5 mmol) in methanol (20 mL) was striped to dryness, dissolved in DMF (10 mL), treated with benzyl bromide (2.67 mL, 22.5 mmoL), stirred for 20 hours, diluted with brine, and extracted with ethyl acetate. The ethyl acetate was washed with water, 1 M NaOH, water and brine, dried (MgSO4), filtered, and concentrated to provide 3.98 g (57%) of the desired compound.

Provenance & Evidence