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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61325Generated: October 28, 2026

Methanesulfonic Acid → 4-Isopropyl-1,5-dimethyl-2-oxa-bicyclo[2.2.2]octane

https://huagongshe.com/reaction/61325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant(1-Isopropyl-2,4-dimethyl-cyclohex-3-enyl)-methanolHCID 56983930—
SolventTolueneHCID 1140—
Product4-Isopropyl-1,5-dimethyl-2-oxa-bicyclo[2.2.2]octaneHCID 89705483—

Reaction Conditions

Temperature70 °C

Reaction Steps

(1-Isopropyl-2,4-dimethyl-cyclohex-3-enyl)-methanol (165 g, 0.9 mol, obtained as detailed above) was dissolved in toluene with methanesulfonic acid (MSA, 5 g, 0.05 mol). The resulting solution was heated to 70° C. and aged at 70° C. for 2 hours. GC analysis showed the completion of cyclization. The reaction mixture was cooled to room temperature, washed with sodium carbonate solution, and distilled to provide 4-isopropyl-1,5-dimethyl-2-oxa-bicyclo[2.2.2]octane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09441185B2
Source datasetuspto-grants-2016_09
ORD IDord-d31ff57561b6429c8245f095eb6e1e51
Source noteuspto-grants-2016_09