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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50052Generated: October 25, 2026

Water → 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid

https://huagongshe.com/reaction/50052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Piperidinecarboxylic acidHCID 3773—
ReactantTriethylamineHCID 8471—
ReactantCarbonic acid, bis(1,1-dimethylethyl) esterHCID 10219638—
Solvent1,4-DioxaneHCID 31275—
Product1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 39287195.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

8.6 g of triethylamine and 20 ml of water are added to a solution of 10 g of isonipecotic acid in 100 ml of dioxane and the mixture is heated to 60° C. 20.25 g of di-tert-butyl carbonate are then added dropwise and the mixture is stirred for 1 hour at 60° C. and refluxed for 30 minutes. It is concentrated under vacuum, the residue is taken up with water and acidified to pH 3 by the addition of 2 N HCl solution and the precipitate formed is filtered off to give 17 g of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710042B2
Source datasetuspto-grants-2004_03
ORD IDord-2839b4b8535f4f1284e5c5ef0171095d
Source noteuspto-grants-2004_03