HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → dihydrospiro[cyclohexane-1,2'(1'H)-naphthalene]-4',4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3', 4'-dihydrospiro[cyclohexane-1,2'(1'H)-naphthalene]-4', 4-dione | HCID 12251266 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | dihydrospiro[cyclohexane-1,2'(1'H)-naphthalene]-4',4-dione | HCID 68134593 | — |
Reaction Steps
A 3', 4'-dihydrospiro[cyclohexane-1,2'(1'H)-naphthalene]-4', 4-dione (6) obtained in step (6) is monoketalized at the non-conjugated least hindered carbonyl function, e.g., by heating (at reflux) in a solvent such as benzene with an alkylene glycol (in the presence of a catalyst such as p-toluenesulfonic acid), to yield a corresponding 3', 4', -dihydrospiro[cyclohexane-1,2'(1'H)-naphthalene]-4',4 -dione, 4-(ethylene ketal) (7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03932425 |
| Source dataset | uspto-grants-1976_01 |
| ORD ID | ord-07cbd9b2d42443c9a221499eba3a271b |
| Source note | uspto-grants-1976_01 |