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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080824Generated: November 2, 2026

Toluene → Methyl 3-(4-methylphenyl)benzoate

https://huagongshe.com/reaction/1080824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantMethyl 3-iodobenzoateHCID 69258—
CatalystCopperHCID 23978—
Solvent4-IodotolueneHCID 12207—
ProductMethyl 3-(4-methylphenyl)benzoateHCID 139418729%

Reaction Conditions

Temperature205 °C

Reaction Steps

To a mixture of methyl 3-iodobenzoate (26.1 g) in 4-iodotoluene (21.9 g) was added copper powder (31.8 g) gradually at 180°-190° C. The mixture was then stirred for 6 hours at 200-210° C. The reaction mixture was cooled to room temperature, to which was added toluene. Insoluble materials were filtered off, and the filtrate was concentrated to dryness. The residue was purified by column chromatography on silica gel to afford the title compound as a colorless oil (6.61 g, 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05583141
Source datasetuspto-grants-1996_12
ORD IDord-bb80eaa795524d0f9ad16f75f29be36e
Source noteuspto-grants-1996_12