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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184966Generated: November 3, 2026

Methanol → Methyl 3-Chloro-4-methylbenzoate

https://huagongshe.com/reaction/1184966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Chloro-4-methylbenzoic AcidHCID 78840—
ProductMethyl 3-Chloro-4-methylbenzoateHCID 280140596%

Reaction Steps

To a solution of 3-chloro-4-methylbenzoic acid (20 g, 117 mmol) in MeOH (200 mL) was added dropwise thionyl chloride (25.6 mL, 352 mmol) at 0° C. with stirring. The mixture was stirred at room temperature for 5 days. The reaction was concentrated. The residue was dissolved in EA (500 mL), washed with 10% Na2CO3 (250 mL×2), water (250 mL) and brine (250 mL), dried over Na2SO4, filtered and concentrated to afford product as a yellow solid (20.8 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669381B2
Source datasetuspto-grants-2014_03
ORD IDord-d69cf29f085541cf93930a5668b5055a
Source noteuspto-grants-2014_03