Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475801Generated: October 31, 2026

Ethyl Acetate → 4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl Ester

https://huagongshe.com/reaction/1475801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Bromoethyl)-3-methylbenzeneHCID 570684—
ReactantMethyl 3-hydroxy-4-iodobenzoateHCID 10378812—
SolventDimethylformamideHCID 6228—
Product4-Iodo-3-(2-m-tolyl-ethoxy)-benzoic Acid Methyl EsterHCID 6717090080.7%

Reaction Steps

10.0 g of 3-Hydroxy-4-iodo-benzoic acid methyl ester, 14.3 g of 1-(2-bromo-ethyl)-3-methyl-benzene, and 10.0 g of K2CO3 were stirred in anhydrous DMF at 80° C. for 10 h. Then, 14.3 g of 1-(2-bromo-ethyl)-3-methyl-benzene, and 10.0 g of K2CO3 were added and stirring was continued at 80° C. for 10 h. 400 ml of EA were then added and the mixture was washed twice using 200 ml of water each. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP (gradient) yielded 11.5 g of the title compound, colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018383B2
Source datasetuspto-grants-2015_04
ORD IDord-75b6b0ca65884a4e93ab6328801f748f
Source noteuspto-grants-2015_04