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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269311Generated: November 1, 2026

5-(4-Benzyloxy-benzenesulfonyl)-2-oxa-5-aza-bicyclo[2.2.2]octan-3-one → 5-(4-Hydroxy-benzenesulfonyl)-2-oxa-5-aza-bicyclo[2.2.2]octan-3-one

https://huagongshe.com/reaction/2269311

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(4-Benzyloxy-benzenesulfonyl)-2-oxa-5-aza-bicyclo[2.2.2]octan-3-oneHCID 18333769—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthylacetate methanolHCID 21584119—
Product5-(4-Hydroxy-benzenesulfonyl)-2-oxa-5-aza-bicyclo[2.2.2]octan-3-oneHCID 18333628104.6%

Reaction Steps

A mixture of 5-(4-benzyloxy-benzenesulfonyl)-2-oxa-5-aza-bicyclo[2.2.2]octan-3-one (1.0 g, 2.7 mmol), ethyl acetate-methanol (1:1, 100 mL) and 10% Pd on charcoal (0.22 g) was shaken under 50 psi of hydrogen for 1.5 h. Filtration through a pad of Celite and concentration of the filtrate in vacuo afforded 0.80 g of 5-(4-hydroxy-benzenesulfonyl)-2-oxa-5-aza-bicyclo[2.2.2]octan-3-one as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329397B1
Source datasetuspto-grants-2001_12
ORD IDord-dd1fe54c168947938b20deb81fb5e566
Source noteuspto-grants-2001_12