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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1421742Generated: October 31, 2026

Benzyl Bromide → 3-Benzyloxy-4-cyano-benzoic acid methyl ester

https://huagongshe.com/reaction/1421742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 4-cyano-3-hydroxybenzoateHCID 16641129—
SolventDimethylformamideHCID 6228—
Product3-Benzyloxy-4-cyano-benzoic acid methyl esterHCID 53870741—

Reaction Steps

4-cyano-3-hydroxybenzoic acid methyl ester, Example 34, Step 3 (300 mg, 1.7 mmol) was dissolved in DMF (8.5 ml) and treated with benzyl bromide (200 μl, 1.7 mmol). Cs2CO3 (610 mg, 1.87 mmol) was then added and the reaction mixture stirred at room temp. for 6 hours. The mixture was filtered and washed with DMF (3×10 mL). The solvent was removed in vacuo and the residue was purified by flash chromatography (15% EtOAc/Hexane) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06077853
Source datasetuspto-grants-2000_06
ORD IDord-5d1c7e1585284ac7902edc6329df86ce
Source noteuspto-grants-2000_06