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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1790002Generated: November 1, 2026

p-Toluenesulfonic acid → HCID 22037001, compound

https://huagongshe.com/reaction/1790002

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl orthoformateHCID 31214—
Reactant8-QuinolinecarboxaldehydeHCID 170103—
SolventEthanolHCID 702—
ProductHCID 22037001HCID 2203700184.6%

Reaction Steps

A mixture of 8-quinolinecarboxaldehyde (0.248 mol), triethoxymethane (0.4464 mol) and 4-methylbenzenesulfonic acid (4 g) in ethanol (250 ml) was stirred and refluxed for 1 hour, brought to room temperature, poured out into K2CO3 10% and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated. The product was used without further purification, yielding 48.5 g (80%) of 8-(diethoxymethyl)-quinoline (interm. 29).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07071192B1
Source datasetuspto-grants-2006_07
ORD IDord-9ca8affbf2c845d8a5ea54ffd2219358
Source noteuspto-grants-2006_07