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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272472Generated: November 1, 2026

Dimethylformamide → Methyl 4-iodo-2-isopropoxybenzoate

https://huagongshe.com/reaction/2272472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIsopropyl iodideHCID 6362—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-iodosalicylateHCID 11380407—
SolventWaterHCID 962—
ProductMethyl 4-iodo-2-isopropoxybenzoateHCID 9042283498.3%

Reaction Steps

2-Iodopropane (6.42 g) was added at room temperature to a mixture of methyl 2-hydroxy-4-iodobenzoate (7.00 g), potassium carbonate (6.96 g), and DMF (100 mL), and the resultant mixture was stirred at 70 C for 2 days in a nitrogen atmosphere. Water was added to the reaction mixture at room temperature, followed by extraction with ethyl acetate. The obtained organic layer was washed with water and saturated saline in this order and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (7.92 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120777B2
Source datasetuspto-grants-2015_09
ORD IDord-9cf7db7ff2064477a619965411575903
Source noteuspto-grants-2015_09