Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 59438451 | HCID 59438451 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59438391 | HCID 59438391 | 64.2% |
Reaction Steps
To a solution of 50 mg (0.157 mmol) (1,6,6-Trimethyl-3-phenyl-piperidin-3-yl)-carbamic acid tert-butyl ester in 0.3 ml dioxane was added 0.39 ml (1.57 mmol) of a 4M HCl solution in dioxane at room temperature. After 30 minutes 0.3 ml methanol was added to dissolve the product. The mixture was stirred at room temperature for 5 hours. The solvent was removed in vacuo. The residue was dissolved in water. The aqueous layer was extracted twice with ethyl acetate and then basified with a 2M sodium carbonate solution. The aqueous layer was extracted 3 times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo to provide 22 mg (64%) of the title compound as a brown oil. MS (m/e): 219.4 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09067911B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-ede25ba89ca64872b9da86687df7d552 |
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| Source note | uspto-grants-2015_06 |
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