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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300146Generated: November 2, 2026

Phthalic Acid → tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate

https://huagongshe.com/reaction/2300146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalic AcidHCID 1017—
ReactantSodium BicarbonateHCID 516892—
Reactant1-Boc-4-MethylenepiperidineHCID 2756808—
SolventMethanolHCID 887—
Producttert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylateHCID 2213556483.6%

Reaction Steps

13.5 g of tert-butyl 4-methylene-1-piperidinecarboxylate was dissolved in 300 ml methanol, and 28.3 g phthalic acid monoperacid magnesium salt and 8.62 g sodium bicarbonate were added thereto, and the mixture was stirred at room temperature for 1 day. The reaction solution was filtered through Celite, and the resulting filtrate was evaporated. Ethyl acetate was added to the resulting residue which was then washed with water and brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was evaporated, and subjected to silica gel column chromatography to give 12.2 g of tert-butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498159B1
Source datasetuspto-grants-2002_12
ORD IDord-2daaf9ca7d4b4793aba07e650e9fa70a
Source noteuspto-grants-2002_12