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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279771Generated: October 31, 2026

8-Hydroxyquinoline → HCID 131714653, compound

https://huagongshe.com/reaction/279771

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-HydroxyquinolineHCID 1923—
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
Reactanttetrabutylammonium (S)-3-(((benzyloxy)carbonyl)amino)-2-oxoazetidine-1-sulfonateHCID 13575530—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 131714653HCID 131714653—

Reaction Steps

To a stirred solution of 3.58 g of (3S)-2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-1-azetidinesulfonic acid, tetrabutylammonium salt and 960 mg of 8-hydroxyquinoline in 10 ml of dichloroethane was added 1.53 g of camphorsulfonic acid. An additional 5 ml of dichloroethane was added and the mixture was stirred to effect solution and a seed crystal of the desired product was added to initiate precipitation. After ca. 5 minutes, 15 ml of ethyl acetate was added slowly. After an additional 30 minutes, the solid was isolated by filtration, washed with 1:1 dichloromethane/ethyl acetate and dried in vacuo to afford 1.98 g of the title compound as a fine, light yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04587051
Source datasetuspto-grants-1986_05
ORD IDord-8d05e6ae18b4479a9d1ba99f5fa35884
Source noteuspto-grants-1986_05