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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478307Generated: November 1, 2026

Sulfuric Acid → 2-(4-Chloro-3-methoxy-2-pyridyl)-2-cyclopropylethanal

https://huagongshe.com/reaction/1478307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Chloro-2-(1-cyclopropyl-2-methoxyvinyl)-3-methoxy-pyridineHCID 68297181—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Chloro-3-methoxy-2-pyridyl)-2-cyclopropylethanalHCID 1862935793.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-chloro-2-(1-cyclopropyl-2-methoxyvinyl)-3-methoxy-pyridine (259 mg, 1.1 mmol) was dissolved in THF (10 ml) and cooled to 0° C. 4M sulfuric acid (2.7 ml, 10 mmol) was added and the reaction was performed at reduced pressure while heating at 50° C. for 2.5 h. The mixture was diluted in ice water (10 mL) and sodium bicarbonate added until neutralized. The mixture was washed with DCM (3×10 mL) and the organic phase dried, filtered and evaporated to dryness to obtain 2-(4-chloro-3-methoxy-pyridin-2-yl)-2-cyclopropyl-acetaldehyde as a yellow oil (233 mg) to be used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403818B2
Source datasetuspto-grants-2016_08
ORD IDord-a0c0ceebbb554eb49d2978c3bd32ae88
Source noteuspto-grants-2016_08