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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434576Generated: October 31, 2026

Methyl 3-bromo-4-ethylbenzoate → HCID 57935767, compound

https://huagongshe.com/reaction/1434576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-bromo-4-ethylbenzoateHCID 13877473—
ReactantHCID 178418546HCID 178418546—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 57935767HCID 5793576748.8%

Reaction Conditions

Temperature20 °C

Reaction Steps

Methyl 3-bromo-4-ethyl-benzoate (D44) (5 g) in NMP (180 mL) was treated with copper (I) cyanide (3.69 g). The mixture was then heated at reflux for 5 h, under argon. After cooling to 20° C. the reaction mixture was diluted with water, then filtered through kieselguhr, washing well with water and EtOAc. The organic layer was washed with water, brine and dried over MgSO4. The solvent was evaporated to dryness in vacuo and the residue was purified by chromatography on silica eluting with EtOAc-Hexane (1:9) to give the title compound (1.9 g) 1H NMR (CDCl3) δ 1.33 (3H, t), 2.94 (2H, q), 3.94 (3H, s), 7.43 (1H, d), 8.17 (1H, dd), 8.28 (1H, d).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615550B2
Source datasetuspto-grants-2009_11
ORD IDord-c03fb10769df4fdc886e65121664c9c9
Source noteuspto-grants-2009_11