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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528369Generated: November 4, 2026

Lithium Hydroxide → (S)-5-(4-Chlorophenyl)-6-(1,1,1-trifluoropropan-2-yloxy)nicotinic acid

https://huagongshe.com/reaction/1528369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant(S)-methyl 5-(4-chlorophenyl)-6-(1,1,1-trifluoropropan-2-yloxy)nicotinateHCID 66678826—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(S)-5-(4-Chlorophenyl)-6-(1,1,1-trifluoropropan-2-yloxy)nicotinic acidHCID 66678484100.4%

Reaction Steps

To a solution of 0.860 g (S)-methyl 5-(4-chlorophenyl)-6-(1,1,1-trifluoropropan-2-yloxy)nicotinate in 9 mL tetrahydrofuran was added 3 mL of a 1M solution of lithium hydroxide in water and the mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was acidified by addition of 1M hydrochloric acid till pH=2. Ethyl acetate was added and the phases were separated. The organic phase was dried over MgSO4 and the solvent was removed to yield 830 mg (100%) of the title compound as light yellow solid, MS 344.1 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090599B2
Source datasetuspto-grants-2015_07
ORD IDord-d26daecee196484883fb1e6e577e3bea
Source noteuspto-grants-2015_07