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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Piperidinecarboxylic acid | HCID 3773 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid | HCID 392871 | 95.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06710042B2 |
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| Source dataset | uspto-grants-2004_03 |
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| ORD ID | ord-2839b4b8535f4f1284e5c5ef0171095d |
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| Source note | uspto-grants-2004_03 |
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