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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405958Generated: November 3, 2026

Ethyl Acetate → 4-Hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile

https://huagongshe.com/reaction/1405958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant4-Methoxy-5-(2-methoxyethoxy)-2-nitrobenzonitrileHCID 86701189—
SolventHydrochloric AcidHCID 313—
SolventDichloromethaneHCID 6344—
Product4-Hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrileHCID 8670118856.5%

Reaction Steps

To a solution of 4-methoxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile (1.5 g) in anhydrous DCM (30 mL) was added anhydrous AlCl3 (6 g) at 0° C. The resulting mixture was heated to reflux for 1 h. After reaction finished, the mixture was diluted with 1N aqueous HCl (50 mL) and exacted with EA (3×50 mL). The combined organic layer was dried over Na2SO4, concentrated under reduced pressure, and purification by silica chromatography to give 0.8 g of 4-hydroxy-5-(2-methoxyethoxy)-2-nitrobenzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916572B2
Source datasetuspto-grants-2014_12
ORD IDord-4f22c70a0a4547c58edde51d35fd930a
Source noteuspto-grants-2014_12