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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096494Generated: October 31, 2026

Cyclohexanone → HCID 10541879, compound

https://huagongshe.com/reaction/2096494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanoneHCID 7967—
ReactantPyrrolidineHCID 31268—
Reactant5'-Bromo-2'-hydroxyacetophenoneHCID 95991—
SolventMethanolHCID 887—
ProductHCID 10541879HCID 1054187982%

Reaction Conditions

Temperature60 °C

Reaction Steps

In a 50 mL round bottom flask was added 1-(5-bromo-2-hydroxyphenyl)ethanone (2.0 g, 9.3 mmol), followed by cyclohexanone (0.96 mL, 9.3 mmol). MeOH (20 mL) was added to give a clear solution followed by pyrrolidine (1 mL). A condenser was attached to the flask, and the resulting solution was heated at 60° C. overnight. MeOH was removed and the residue was redissolved in EtOAc (30 mL), washed with 1 N NaOH (10 mL) and 1 N HCl (10 mL), and then dried over Na2SO4. Solvent was removed in vacuo to give 6-bromospiro[chroman-2,1′-cyclohexan]-4-one (2.25 g, 82%), which is used for the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450308B2
Source datasetuspto-grants-2013_05
ORD IDord-9f0cac29155f423992987bbd30b3aa3b
Source noteuspto-grants-2013_05