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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1990132Generated: October 30, 2026

Benzyl Bromide → Methyl 3-(benzyloxy)-5-isopropoxybenzoate

https://huagongshe.com/reaction/1990132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-hydroxy-5-isopropoxybenzoateHCID 23072925—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-(benzyloxy)-5-isopropoxybenzoateHCID 59127144103.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 3-hydroxy-5-[(1-methylethyl)oxy]benzoate (25 g) in DMF (250 mL) was added anhydrous potassium carbonate (297 mmol), and benzyl bromide (143 mmol). The mixture was stirred at 60° C. for 5 hours, then cooled to room temperature. The solvent was removed in vacuo and the residue partitioned between ethyl acetate and water. The organics were combined and washed with further water, brine, dried (MgSO4) and concentrated in vacuo to give the desired compound (37 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642259B2
Source datasetuspto-grants-2010_01
ORD IDord-f9b3427f00384b6cbb5a7db9835aa88d
Source noteuspto-grants-2010_01