HuagongsheHuagongshe Chemistry Print Report · For research reference only
epsilon-CAPROLACTONE → 3-Methylideneoxepan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | epsilon-CAPROLACTONE | HCID 10401 | — |
| Reactant | Chloromethyl phenyl sulphide | HCID 81623 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-Methylideneoxepan-2-one | HCID 13113479 | — |
Reaction Steps
This synthesis was carried out by reaction of the silyl enol of ε-caprolactone with chloromethyl phenyl sulphide in the presence of a catalytic amount of zinc chloride to give the sulphurized compound, which was oxidized into sulphoxide using sodium metaperiodate. Pyrolysis of the sulphoxide in refluxing toluene gave α-methylene-ε-caprolactone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05523319 |
| Source dataset | uspto-grants-1996_06 |
| ORD ID | ord-673836dd637b4cba93128baaa857e635 |
| Source note | uspto-grants-1996_06 |