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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071950Generated: October 27, 2026

2-Iodo-5-methylbenzoic acid → Benzoic acid, 2-iodo-5-methyl-, methyl ester

https://huagongshe.com/reaction/1071950

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Iodo-5-methylbenzoic acidHCID 142941—
ReactantTrimethylorthoacetateHCID 21927715—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductBenzoic acid, 2-iodo-5-methyl-, methyl esterHCID 14263946—

Reaction Steps

To a solution of 2-iodo-5-methyl benzoic acid (10.0 g, 0.038 mol) in toluene (200 mL) was added trimethylorthoacetate (25 mL) at room temperature. The reaction mixture was refluxed for 12 hours. The reaction mixture was cooled to room temperature and diluted with saturated sodium bicarbonate and ethyl acetate. The layers were separated and the organic layer washed with brine. The organic layer was dried (MgSO4) and solvent removed to give 1035 g of methyl 2-iodo-5-methylbenzoate (EX-25A) as a yellow oil with an m/z+1=277.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06908919B2
Source datasetuspto-grants-2005_06
ORD IDord-56ce09cab16046a4aeacbaca2f03dfdc
Source noteuspto-grants-2005_06