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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38473Generated: October 26, 2026

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

https://huagongshe.com/reaction/38473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyrrolidineHCID 31268—
Reactant5'-Bromo-2'-hydroxyacetophenoneHCID 95991—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventWaterHCID 962—
Producttert-Butyl 6-bromo-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylateHCID 2794759—

Reaction Steps

A mixture of 5-bromo-2-hydroxyacetophenone (104 g, 485 mmol), N-Boc-piperidin-4-one (98.6 g, 494 mmol), 20 mL of pyrrolidine (17.3 g, 243 mmol) and 261 mL of MeOH was heated under reflux until the reaction was complete. The mixture was cooled, then 87 mL of H2O were added, and the mixture was filtered and dried to give intended compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524730B2
Source datasetuspto-grants-2013_09
ORD IDord-de58866a73cb48c7a016ae38f2f5ffeb
Source noteuspto-grants-2013_09