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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1613965Generated: October 25, 2026

3-Chlorotoluene → 3-Methylbenzoic acid

https://huagongshe.com/reaction/1613965

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChlorotolueneHCID 7931—
ReactantPotassium CarbonateHCID 11430—
ReactantChiraphosHCID 3882352—
ReactantHCID 178418416HCID 178418416—
CatalystPalladium ChlorideHCID 24290—
SolventWaterHCID 962—
Product3-Methylbenzoic acidHCID 741840.4%

Reaction Conditions

Temperature210 °C

Reaction Steps

In an autoclave made of metal were placed 2.53 g of meta-chlorotoluene, 35.5 mg of palladium chloride, 426 mg of bisdiphenylphosphinobutane and 3.04 g of potassium carbonate. The air in the autoclave was replaced with carbon monoxide introduced thereinto in several times, after which carbon monoxide was further introduced to adjust its pressure therein to 50 kg/cm2. The reaction was carried out with stirring for 3 hours on a salt bath at a bath temperature of 210° C. After completion of the reaction, the reaction mixture was cooled to room temperature and water was added. The aqueous layer was separated, after which acid was added thereto and the deposited crystals were collected by filtration and dried. Thus, 1.10 g of the desired compound meta-methylbenzoic acid was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05194631
Source datasetuspto-grants-1993_03
ORD IDord-e7ccfce3583a4ef0b88e074ed87bb250
Source noteuspto-grants-1993_03