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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434826Generated: October 31, 2026

Methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoate → 2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoic acid

https://huagongshe.com/reaction/1434826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoateHCID 57936618—
SolventMethanolHCID 887—
SolventLithium HydroxideHCID 3939—
SolventTetrahydrofuranHCID 8028—
Product2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoic acidHCID 1155968486%

Reaction Steps

The methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoate (504 mg, 1.32 mmol) was dissolved in a mixture of 1 M aq LiOH (2 mL), MeOH (2 mL), and THF (6 mL) and left to stir overnight. The mixture was concentrated in vacuo to remove MeOH and THF. The residue was diluted with dichloromethane (50 mL), washed with saturated aqueous citric acid (2×5 mL) and water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the desired product as a yellow solid (417 mg, 1.13 mmol, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615568B2
Source datasetuspto-grants-2009_11
ORD IDord-572f4eee458c4770b4397c690cf0f3fd
Source noteuspto-grants-2009_11