HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 20198008, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2,2,6-Trimethyl-1-oxaspiro(2.5)oct-5-ene | HCID 107303 | — |
| Product | HCID 20198008 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04554366 |
| Source dataset | uspto-grants-1985_11 |
| ORD ID | ord-79aeb2ccade749659ff7d7118339d800 |
| Source note | uspto-grants-1985_11 |