HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 2-Methyl-3H-cyclopenta[a]naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1H-Benz[e]inden-1-ol, 2,3-dihydro-2-methyl- | HCID 10888886 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-Methyl-3H-cyclopenta[a]naphthalene | HCID 602025 | — |
Reaction Steps
A mixture of 2-methyl-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ol (obtained as described above) and 1 g of p-toluenesulphonic acid in 200 mL of benzene was refluxed for 1 h. Then the reaction mixture was cooled to room temperature and treated with a saturated aqueous solution of Na2CO3. The organic phase was isolated, dried over MgSO4 and evaporated off to dryness. Yield 14.2 g (55% based on starting 2-methyl-2,3-dihydro-1H-cyclopenta[a]naphtalen-1-one).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07112638B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-bbc6bd5c4a0b41ccb4ad3af6e3a7d712 |
| Source note | uspto-grants-2006_09 |