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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230644Generated: October 30, 2026

Methyl 5-(chloromethyl)-2-methoxybenzoate → Methyl 2-methoxy-5-(methylthiomethyl)benzoate

https://huagongshe.com/reaction/2230644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 5-(chloromethyl)-2-methoxybenzoateHCID 240622—
ReactantSodium methanethiolateHCID 4378561—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-methoxy-5-(methylthiomethyl)benzoateHCID 18464711—

Reaction Conditions

Temperature75 °C

Reaction Steps

Combine methyl 2-methoxy-5-chloromethylbenzoate (5 mmol) and dimethylformamide (10 mL). Cool in an ice bath and add sodium thiomethoxide (15 mmol). Heat to 75° C. After 5.5 hours, partition the reaction mixture between water and ethyl acetate. Extract the organic layer with water, dry over Na2SO4, filter, and concentrate in vacuo to give methyl 2-methoxy-5-(methylthiomethyl)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06423704B1
Source datasetuspto-grants-2002_07
ORD IDord-51401978f16240a5bd2ed0ddaa5c29cb
Source noteuspto-grants-2002_07