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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453541Generated: October 29, 2026

Methylparaben → Methyl 4-(4-(2-tert-butoxy-2-oxoethyl)-2-cyanophenoxy)benzoate

https://huagongshe.com/reaction/453541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylparabenHCID 7456—
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 2-(3-cyano-4-fluorophenyl)acetateHCID 45925946—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
SolventSodium CarbonateHCID 10340—
ProductMethyl 4-(4-(2-tert-butoxy-2-oxoethyl)-2-cyanophenoxy)benzoateHCID 6846637269.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred solution of tert-butyl 2-(3-cyano-4-fluorophenyl)acetate (1.00 mg, 4.25 mmol) and methyl 4-hydroxybenzoate (776 mg, 5.10 mmol) in DMSO (20 ml) was added K2CO3 (704 mg, 5.10 mmol). The reaction was heated to 90° C. overnight via an oil bath. The reaction was diluted with ethyl acetate and 10% aqueous sodium carbonate. The aqueous phase was extracted with ethyl acetate and the combined organic layers were washed with 10% aqueous sodium carbonate and brine, dried over MgSO4, concentrated and purified by silica gel chromatography to give methyl 4-(4-(2-tert-butoxy-2-oxoethyl)-2-cyanophenoxy)benzoate (1.08 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492437B2
Source datasetuspto-grants-2013_07
ORD IDord-baae78b523b94e6c97c090eef565406a
Source noteuspto-grants-2013_07