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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480072Generated: October 25, 2026

Ethanol → 5-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

https://huagongshe.com/reaction/1480072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium HydroxideHCID 14797—
Reactant5-Chloro-4-(2,2,2-trifluoroethoxy)picolinonitrileHCID 90203888—
SolventEthyl AcetateHCID 8857—
Product5-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acidHCID 9020401462.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 5-Chloro-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carbonitrile (Example 24b, 800 mg, 3.38 mmol) in ethanol (10 ml) was added 4.0M aqueous solution of potassium hydroxide (4.65 ml, 18.6 mmol). The reaction was stirred for 30 min at 90° C. under microwave radiation. The reaction mixture was diluted with ethylacetate, poured into a separatory funnel and extracted with 1N aqueous solution hydrochloric acid. The organic phase was collected, dried over sodium sulfate and evaporated down to dryness to yield a crude product (540 mg, 62.5%) which was used without any further purification. MS (ESI, m/z): 256.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409866B2
Source datasetuspto-grants-2016_08
ORD IDord-57b71de2b8aa46fcad80e62e5a3db794
Source noteuspto-grants-2016_08