Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethyl Carbonate | HCID 12021 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5,6,7,8,9,10-Hexahydrobenzo[8]annulen-5-one | HCID 276365 | — |
| Product | HCID 69225494 | HCID 69225494 | — |
Reaction Steps
Dimethyl carbonate (20 mL) was treated with NaH (60% dispersed in oil, 660 mg, 46 mmol), heated at 85° C., treated dropwise with a solution of 7,8,9,10-tetrahydro-6H-benzocycloocten-5-one (prepared according to Richard W. Thies, J. Org. Chem. 42(2), 280-281, 1977) (950 mg, 5.5 mmol) in dimethyl carbonate (10 mL), stirred at 85-90° C. for three hours, cooled to 0° C., acidified by the slow addition of 1 M HCl (50 mL) and extracted with ether (150 mL). The organic was isolated, washed with brine, dried (MgSO4) and concentrated to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735411B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-7742cbf9d5f54d43ad3ed13aa0022d09 |
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| Source note | uspto-grants-2014_05 |
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