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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493222Generated: October 31, 2026

Hydrochloric Acid → 5-Chloro-6-(1-isopropyl-piperidin-4-yloxy)-3-methyl-benzofuran-2-carboxylic acid

https://huagongshe.com/reaction/493222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant5-Chloro-6-(1-isopropyl-piperidin-4-yloxy)-3-methyl-benzofuran-2-carboxylic acid ethyl esterHCID 68723624—
SolventTetrahydrofuran ethanolHCID 21873804—
Product5-Chloro-6-(1-isopropyl-piperidin-4-yloxy)-3-methyl-benzofuran-2-carboxylic acidHCID 68723620139.8%

Reaction Steps

The above prepared 5-chloro-6-(1-isopropyl-piperidin-4-yloxy)-3-methyl-benzofuran-2-carboxylic acid ethyl ester (0.897 g, 2.36 mmol) was dissolved in 4.8 mL of THF/ethanol=1/1 and treated with 1.18 mL of aq. NaOH (3M, 1.5 eq.). The mixture was stirred for 3 h at ambient temperature and was then neutralized by adding 1.77 mL of 2M HCl (1.5 eq.). Careful evaporation of all solvents and drying afforded finally 1.161 g of the title compound as off-white solid, contaminated with innocuous inorganic salts.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534788B2
Source datasetuspto-grants-2009_05
ORD IDord-88b177e259084b6a8995629b5a6d35d8
Source noteuspto-grants-2009_05