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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47310Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/47310

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 numberUS06699870B2
Source datasetuspto-grants-2004_03
ORD IDord-88932765c1a24248bf34df8e7ab3a97d
Source noteuspto-grants-2004_03