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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1949154Generated: October 31, 2026

Acetic Acid → HCID 178470056, compound

https://huagongshe.com/reaction/1949154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67133787HCID 67133787—
SolventEthanolHCID 702—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 178470056HCID 17847005657.3%

Reaction Steps

235 mg (60% in mineral oil, 5.89 mmol) sodium hydride were added to a solution of 1.7 g (5.36 mmol) 3-(2-acetyl-5-(trifluoromethyl)phenylamino)-3-oxopropanoic acid ethyl ester in EtOH (16 ml) and the mixture was refluxed for 3 h and stirred for a further 16 h at RT. Then 1.34 ml (6.70 mmol) AcOH were added and the mixture was diluted with EE (30 ml) and brine (10 ml). The phases were separated and the organic phase was dried over MgSO4, filtered and concentrated to small volume under vacuum. Crystallisation (EE) of the residue yielded 920 mg (3.07 mmol, 57%) 2-hydroxy-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399673B2
Source datasetuspto-grants-2013_03
ORD IDord-2aa2da391daa48deaa9a92aee26f90be
Source noteuspto-grants-2013_03