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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420149Generated: October 26, 2026

Pyrrolidine → tert-Butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate

https://huagongshe.com/reaction/420149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant5'-Bromo-2'-hydroxyacetophenoneHCID 95991—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventMethanolHCID 887—
Producttert-Butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylateHCID 2794759—

Reaction Steps

60 mL of MeOH, 7.97 g of N-Boc-piperidin-4-one, and 3.34 mL of pyrrolidine were added to 8.60 g of 5-bromo-2-hydroxyacetophenone put in a 200-mL flask equipped with a condenser, and the mixture was overnight heated under reflux. The reaction mixture was cooled to room temperature, and concentrated. The residue was purified through silica gel column chromatography (eluted with n-hexane/EtOAc=6/1) to obtain the intended compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093389B2
Source datasetuspto-grants-2012_01
ORD IDord-44fd7053516d4802b45f8f5001d14f31
Source noteuspto-grants-2012_01