Water → HCID 66750940, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3,7-dihydroxynaphthalene-2-carboxylic acid (2.04 g, 10 mmol), benzyl bromide (5.98 g, 35 mmol) and potassium carbonate (6.9 g, 50 mmol) in 20 mL of DMF is stirred at 60° C. for 18 h. The mixture is cooled to room temperature, poured into water and extracted into EtOAc. The organic phase is washed with water (3×) and saturated NaCl (1×). The organic phase is dried over sodium sulfate and the solvent is removed under reduced pressure. The residual solid is dissolved in a minimum of DCM and filtered through a pad of silica gel using DCM to elute the product. The solvent is removed under reduced pressure to afford 3,7-bis-benzyloxynaphthalene-2-carboxylic acid benzyl ester as a tan solid: mp=99-102° C.

Provenance & Evidence