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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178077Generated: October 30, 2026

Ethyl Acetate → 3,4-Dihydroxy-5-nitrobenzaldehyde

https://huagongshe.com/reaction/2178077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBoron tribromideHCID 25134—
Reactant5-NitrovanillinHCID 81134—
SolventDichloromethaneHCID 6344—
Product3,4-Dihydroxy-5-nitrobenzaldehydeHCID 574895764.6%

Reaction Steps

To a solution of 4-hydroxy-3-methoxy-5-nitrobenzaldehyde (2.0 g, 10.15 mmol) in anhydrous CH2Cl2 (10 mL) was added boron tribromide (4 mL) at 0° C. Reaction was warmed to room temperature and stirred for 2 hour under N2. Followed a standard aqueous/EtOAc workup. The residue was purified by silica gel column chromatography (1.2 mg, yield: 64.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067893B2
Source datasetuspto-grants-2015_06
ORD IDord-f6b4c775b4394df5927960ec67e48f9b
Source noteuspto-grants-2015_06