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

Participants

Reaction Conditions

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