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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061612Generated: October 27, 2026

Sodium Chloride → 7-(3-Bromophenyl)-9-azabicyclo[3.3.1]nonan-3-one

https://huagongshe.com/reaction/2061612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantDimethyl 7-(3-bromophenyl)-3-oxo-9-azabicyclo[3.3.1]nonane-2,4-dicarboxylateHCID 70230991—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product7-(3-Bromophenyl)-9-azabicyclo[3.3.1]nonan-3-oneHCID 67303666—

Reaction Steps

Dimethyl 7-(3-bromophenyl)-3-oxo-9-azabicyclo[3.3.1]nonane-2,4-dicarboxylate (89) and NaCl (61.22 g, 1.05 mol) in DMSO (200 ml) and water (10 ml) was placed into a preheated oil bath at 160° C. After stirring for 14 h, the solution was cooled to ambient temperature and exhaustively extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered, and concentrated to afford compound 90.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08283358B2
Source datasetuspto-grants-2012_10
ORD IDord-4b4e305ce1ec41c4b85240dccfa7e403
Source noteuspto-grants-2012_10