Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Carbon Dioxide | HCID 280 | — |
| Edukt | 1-(4-Bromo-2-(methoxymethyl)phenyl)-2-methylpiperidine | HCID 58554123 | — |
| Edukt | HCID 178418306 | HCID 178418306 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Diethylether ethylacetate | HCID 21584169 | — |
| Produkt | HCID 59495804 | HCID 59495804 | — |
Reaktionsschritte
To anhydrous Et2O (130 mL) at −78° C. was added tert-butyllithium (63.79 mL; 1.50 M; 95.68 mmol) (solution in pentane) which was followed by the slow addition of a solution of 1-[4-bromo-2-(methoxymethyl)phenyl]-2-methylpiperidine (12.97 g; 43.49 mmol) in anhydrous Et2O (20 mL). After 40 min, the reaction mixture was poured on an excess of freshly crushed dry ice and stirred for 30 min after which time it was diluted with Et2O/EtOAc (1:1, 800 mL), water (200 mL, pH 4-5). The organic layers were combined, dried over MgSO4 and the solvents were removed under reduced pressure to give a yellow oil that was triturated in iPr2O (˜20 mL) and pentane (˜20 mL), filtered off and washed with pentane to give the title compound as a beige powder. LC/MS (Method B): 264.1 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08202865B2 |
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| Quelldatensatz | uspto-grants-2012_06 |
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| ORD ID | ord-936a0edee15149f29d462b20cd920a2f |
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| Quellennotiz | uspto-grants-2012_06 |
|---|