2,4-Dihydroxybenzoic Acid → Phenylmethyl 2,4-bis(phenylmethoxy)benzoate

Participants

Reaction Steps

2,4-dihydroxy-benzoic acid (35) (2 g, 13 mmol) in THF (250 mL) was mixed with cesium carbonate (16.9 g, 52 mmol) and benzyl bromide (6.2 mL, 52 mmol). The reaction mixture was refluxed overnight and then cooled down to room temperature. Cesium carbonate was filtered off through filter paper. The solvent was removed under reduced pressure. Liquid-liquid extraction was performed using 200 mL of CHCl3 and H2O (100 mL×3). The organic layer was dried over MgSO4. After filtering off the MgSO4, the organic layer was concentrated to give compound 36 (4.3 g) as a solid. LC-MS (ESI): m/e=425.2 [M+1]+

Provenance & Evidence