Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68495649 | HCID 68495649 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86646690 | HCID 86646690 | — |
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) in tetrahydrofuran (3 ml) were added a 35% formalin solution (0.55 ml) and formic acid (0.3 ml), and the mixture was stirred at 80° C. for 1 hour. An excessive amount of a saturated aqueous sodium hydrogen carbonate solution was added thereto for neutralization, followed by extraction with chloroform, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain an oily substance (150 mg). This was made into a methanesulfonate using an equivalent amount of methanesulfonic acid by a conventional method, washed with ethyl acetate, and collected by filtration to obtain (4aRS,9bRS)-1,4a-dimethyl-2,3,4,4a,5,9b-hexahydro-1H-indeno[1,2-b]pyridine methanesulfonate (193 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-3456d22dc2f94b049eabc2ed64e082db |
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| Source note | uspto-grants-2012_07 |
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