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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216762Generated: October 31, 2026

Potassium Carbonate → Benzoic acid, 3-cyano-5-(2-methoxyethoxy)-, methyl ester

https://huagongshe.com/reaction/2216762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloroethyl methyl etherHCID 12316—
ReactantMethyl 3-cyano-5-hydroxybenzoateHCID 21942421—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductBenzoic acid, 3-cyano-5-(2-methoxyethoxy)-, methyl esterHCID 2194247393.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of methyl 3-cyano-5-hydroxybenzoate (302 mg, 1.7 mmol), potassium carbonate (471 mg, 3.4 mmol) and 2-chloroethyl methyl ether (309 μL mg, 3.4 mmol) in N,N-dimethylformamide (4 mL) was heated in a sealed vial at 140° C. for 15 minutes. The reaction was cooled, diluted with ethyl acetate, washed with water and saturated brine, filtered and concentrated. Filtration through silica gel using dichloromethane afforded 375 mg (93%) of methyl 3-cyano-5-(2-methoxyethoxy)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112595B2
Source datasetuspto-grants-2006_09
ORD IDord-e3309a59476546c28058ad55f5138083
Source noteuspto-grants-2006_09