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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1583855Generated: November 1, 2026

Ethanol → HCID 20198008, compound

https://huagongshe.com/reaction/1583855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2,2,6-Trimethyl-1-oxaspiro(2.5)oct-5-eneHCID 107303—
ProductHCID 20198008HCID 20198008—

Reaction Steps

By procedures similar to those described in Embodiments 57 and 58, 2,2,6-trimethyl-1-oxaspiro(2.5)oct-5-ene was treated with ethanol in the presence of p-toluenesulfonic acid to obtain 1-(1-ethoxy-1-methyl-ethyl)-4-methyl-3-cyclohexen-ol. This alcohol was treated with vanadium(IV) bis(2,4-pentanedionate) oxide and tert-butyl hydroperoxide followed by p-toluenesulfonic acid to obtain (±)-2-exo-hydroxy-4(1-ethoxy-1-methylethyl)-1methyl-7-oxabicyclo [2.2.1]heptane. This intermediate was treated with benzyl chloride to yield the desired product, b.p. 120°-125° C. (0.2 mm).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04554366
Source datasetuspto-grants-1985_11
ORD IDord-79aeb2ccade749659ff7d7118339d800
Source noteuspto-grants-1985_11