Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | 2,3-Dihydro-4,7-dimethoxy-2,2-dimethyl-1H-inden-1-one | HCID 18614118 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18614297 | HCID 18614297 | 90.8% |
Reaction Steps
To a cooled (−78° C.), stirred solution of 2,2-dimethyl-4,7-dimethoxy-indan-1-one (1 g) in dichloromethane (20 mL) was added boron trichloride (9 mL of a 1M solution in dichloromethane) over a 5 min period. The reaction was allowed to warm to RT, stirred for 3 h, then recooled to −78° C., quenched with ice, allowed to warm to RT and stirred for 1 h. The reaction was extracted with dichloromethane, the organic layers dried over sodium sulfate, concentrated in vacuo and flash chromatographed to afford 2,2-dimethyl-7-hydroxy-4-methoxyindan-1-one (0.85 g) as a tan oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06326398B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-911805a461984eeea0e8cfd62ba3ffcb |
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| Source note | uspto-grants-2001_12 |
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