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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504464Generated: November 2, 2026

Potassium Carbonate → 4-(4-Chloro-2-formyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/504464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chloro-salicylaldehydeHCID 12481—
Reactant1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidineHCID 4184869—
SolventDimethylformamideHCID 6228—
Product4-(4-Chloro-2-formyl-phenoxy)-piperidine-1-carboxylic acid tert-butyl esterHCID 5775019378%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 5-chloro-2-hydroxy-benzaldehyde (3.15 g, 20 mmol), KI (0.1 g) and K2CO3 (8.28 g, 60 mmol) in DMF (100 mL) was added 4-methanesulfonyloxy-piperidine-1-caboxylic acid tert-butyl ester (7.26 g, 26 mmol). The mixture was heated at 100° C. for 2 h, then cooled to room temperature and partitioned between ethyl acetate and water. The organic layer was washed with 1N NaOH (30 mL), water, and dried over anhydrous Na2SO4, concentrated to give the title compound as white solid (Yield: 5.3 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-161b2d1793d5411798675f7de360f4de
Source noteuspto-grants-2010_08