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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376907Generated: October 25, 2026

Methyl 3-iodo-4-methoxybenzoate → Methyl 4-methoxy-3-(trifluoromethyl)benzoate

https://huagongshe.com/reaction/376907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-iodo-4-methoxybenzoateHCID 316980—
ReactantSodium BicarbonateHCID 516892—
ReactantPotassium trifluoroacetateHCID 23662811—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-methoxy-3-(trifluoromethyl)benzoateHCID 1936053877.1%

Reaction Steps

9.7 g of methyl 3-iodo-4-methoxybenzoate, 9.4 g of potassium trifluoroacetate and 12.9 g of copper(I) iodide were heated at 160° C. for 5 h in 250 ml of DMF. The mixture was poured onto 500 ml of NaHCO3 solution, the precipitate which was deposited was filtered off and both the precipitate and the aqueous phase were extracted with ethyl acetate. The combined organic phases were concentrated, and the residue was purified by flash chromatography using hexane/ethyl acetate 3:1. 6 g of methyl 3-trifluoromethyl-4-methoxybenzoate were obtained;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022899
Source datasetuspto-grants-2000_02
ORD IDord-ab883e27785d4e938aaa7604c6c30865
Source noteuspto-grants-2000_02