Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 68495649 | HCID 68495649 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 68503410 | HCID 68503410 | 80.5% |
Reaction Steps
To a solution of (4aRS,9bRS)-4a-methyl-2,3,4,4a,5,9b-hexahydro-1H-indeno[1,2-b]pyridine (140 mg) and acetone (217 mg) in 1,2-dichloroethane was added sodium triacetoxyborohydride (792 mg), followed by stirring at room temperature for 3 days. A 1 M aqueous sodium hydroxide solution was added thereto, followed by extraction with chloroform, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure to obtain (4aRS,9bRS)-1-isopropyl-4a-methyl-2,3,4,4a,5,9b-hexahydro-1H-indeno[1,2-b]pyridine (138 mg) as an oily substance. This was made into a salt using an equivalent amount of methanesulfonic acid by a conventional method, washed with ethyl acetate, and collected by filtration to obtain (4aRS,9bRS)-1-isopropyl-4a-methyl-2,3,4,4a,5,9b-hexahydro-1H-indeno[1,2-b]pyridine methanesulfonate (95 mg) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08211907B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-e820f8f89d0a48bebaa33238b7914358 |
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| Source note | uspto-grants-2012_07 |
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