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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677841Generated: October 31, 2026

Benzyl 1,4-dioxa-7-azaspiro[4.4]nonane-7-carboxylate → 1,4-Dioxa-7-azaspiro(4.4)nonane

https://huagongshe.com/reaction/1677841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 1,4-dioxa-7-azaspiro[4.4]nonane-7-carboxylateHCID 15165037—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1,4-Dioxa-7-azaspiro(4.4)nonaneHCID 1516503999.3%

Reaction Steps

A mixture of 7-benzyloxycarbonyl-1,4-dioxa-7-azaspiro[4.4]nonane (34.79 g, step iii, no more than 123.7 mmol) and 10% Pd—C (13.9 g) in ethanol (90 mL) was hydrogenolyzed (60 psi) in a Parr shaker apparatus at room temperature for 1.5 hour. The catalyst was filtered off, the solvent was evaporated in vacuo and the residue was pumped under high vacuum for 20 min. to yield 15.86 g of the title compound (yield 99.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008342B2
Source datasetuspto-grants-2011_08
ORD IDord-cf45520e353a481e81d63f8041cf29f0
Source noteuspto-grants-2011_08