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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245117Generated: November 2, 2026

Water → HCID 12784661, compound

https://huagongshe.com/reaction/1245117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 21921950HCID 21921950—
SolventDiethylene Glycol Monomethyl EtherHCID 8134—
ProductHCID 12784661HCID 1278466175%

Reaction Steps

To a solution of 5-chloro-2-(3,5-dimethyl-piperidin-1-yl)-benzonitrile (1.05 g, 4.220 mmol) in Diethylene glycol monomethyl ether (2.50 mL) was added KOH (0.947 g, 16.883 mmol) and water (0.750 ml). The reaction was heated at 130–135° C. overnight. Upon cooling to rt, water and ethyl acetate was added the organic layer was discarded and the aqueous layer is acidified to pH˜6–7. The aqueous layer was then extracted with ethyl acetate three times. The combined organic layer was washed with water, brine, dried (Na2SO4), and concentrated to give required 5-chloro-2-(3,5-dimethyl-piperidin-1-yl)-benzoic acid (0.850 g, 75%) as an off white solid. LCMS 268(M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122580B2
Source datasetuspto-grants-2006_10
ORD IDord-a54655f185304b79865e4fa42f1afc4f
Source noteuspto-grants-2006_10