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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486719Generated: October 26, 2026

Hydrochloric Acid → 4-chloro-N-(3-formylphenyl)benzamide

https://huagongshe.com/reaction/1486719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Chloro-N-(3-[1,3]dioxolan-2-yl-phenyl)-benzamideHCID 86706547—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product4-chloro-N-(3-formylphenyl)benzamideHCID 237509384.4%

Reaction Steps

A solution of 4-chloro-N-(3-[1,3]dioxolan-2-yl-phenyl)-benzamide (14.33 g, 47.2 mmol) in 1,4-dioxane (120 mL) is treated with 1N aq. HCl (120 mL) at RT for 1 h then at 60° C. for 30 min. The reaction mixture is cooled down to RT and diluted with ethyl acetate (100 mL). The organic phase is separated and the aqueous phase is extracted twice with ethyl acetate (100 mL). The combined organic phases are washed with brine (200 mL) and dried over MgSO4. After evaporation of the organic solvents the residue is triturated with diethyl ether to give the title compound (10.34 g, 84%) as a beige powder; LC-MS B: tR=0.83 min; [M+H]+=259.82.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428456B2
Source datasetuspto-grants-2016_08
ORD IDord-28858d8056d84303a39405a7c84109d8
Source noteuspto-grants-2016_08