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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096579Generated: October 30, 2026

4-tert-Butylcyclohexanone → HCID 58423937, compound

https://huagongshe.com/reaction/2096579

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-tert-ButylcyclohexanoneHCID 7392—
ReactantPyrrolidineHCID 31268—
Reactant5'-Bromo-2'-hydroxyacetophenoneHCID 95991—
SolventMethanolHCID 887—
ProductHCID 58423937HCID 5842393774%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a 50 mL round bottom flask is added 1-(5-bromo-2-hydroxyphenyl)ethanone (2.0 g, 9.3 mmol), followed by 4-tert-butylcyclohexanone (1.43 g, 9.3 mmol). MeOH (20 mL) is added to give a clear solution, followed by pyrrolidine (1 mL). A condenser is attached to the RB flask, and the resulting solution is heated at 60° C. for two hours. MeOH is removed and the residue is redissolved in EtOAc (30 mL), washed with 1 N NaOH (10 mL), and 1 N HCl (10 mL), and dried over Na2SO4. Solvent is removed in vacuo to give 6-bromo-4′-t-butylspiro[chroman-2,1′-cyclohexan]-4-one (2.41 g, 74%), 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-4b1af5fab3694bc2baea7534a1cbfba6
Source noteuspto-grants-2013_05