Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469773Generated: October 27, 2026

Hydrochloric Acid → 5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinic acid

https://huagongshe.com/reaction/469773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 5-cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinateHCID 71294015—
SolventWaterHCID 962—
Product5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinic acidHCID 71293952101.5%

Reaction Steps

5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinic acid methyl ester (95 mg, 299 μmol) was combined with THF (4 mL) and water (2 mL) to give a light yellow solution. Lithium hydroxide hydrate (25.1 mg, 599 μmol) was added under argon. The reaction mixture was stirred at ambient temperature over night; poured into 6 mL 2 M HCl solution and extracted with i-propyl acetate (2×60 mL). The organic layers were combined, dried over Na2SO4 and concentrated in vacuo to give the title compound (92 mg, quant.) as white solid that was used in the subsequent reactions without further purification; MS (ESI) 302.0 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629166B2
Source datasetuspto-grants-2014_01
ORD IDord-e39dfebc7aa94f58bc09824be7b733a8
Source noteuspto-grants-2014_01