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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414995Generated: November 2, 2026

Dichloromethane → 5-(3-Hydroxypropoxy)-2-nitrobenzaldehyde

https://huagongshe.com/reaction/2414995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-1-propanolHCID 12308—
Reactant5-Hydroxy-2-nitrobenzaldehydeHCID 39211—
SolventAcetonitrileHCID 6342—
Product5-(3-Hydroxypropoxy)-2-nitrobenzaldehydeHCID 2263974896%

Reaction Steps

3-Bromo-1-propanol (3.34 g, 24 mmol) was refluxed in 80 ml of anhydrous acetonitrile with 5-hydroxy-2-nitrobenzaldehyde (3.34 g, 20 mmol), K2CO3 (3.5 g), and Kl (100 mg) overnight (15 h). The reaction mixture was cooled to room temperature and 150 ml of methylene chloride was added. The mixture was filtered and the solid residue was washed with methylene chloride. The combined organic solution was evaporated to dryness and redissolved in 100 ml methylene chloride. The resulted solution was washed with saturated NaCl solution and dried over sodium sulfate. 4.31 g (96%) of desired product was obtained after removal of the solvent in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818394B1
Source datasetuspto-grants-2004_11
ORD IDord-2e5e13a5a723496293134fcaf7059966
Source noteuspto-grants-2004_11