Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate | HCID 69082713 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 6-(2,6-Dimethoxyphenyl)piperidin-2-one | HCID 69082526 | — |
Reaktionsschritte
A yellow solution of the chlorhydrate salt of methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate (14.96 mmol) in THF (92 ml) was treated with a solution of aq. sat. NaHCO3 (23.5 ml). The resulting heterogeneous mixture was further stirred at rt, under nitrogen, for 327 h. This reaction mixture was then treated with a solution of aq. sat. NaHCO3 (25 ml), water (50 ml), and AcOEt (200 ml). The layers were separated and the slightly yellow aq. layer was further extracted with AcOEt (50 ml). The mixed yellow organic layers were then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (DCM/MeOH=20/1) afforded 6-(2,6-dimethoxyphenyl)-piperidin-2-one as a beige solid. LC-MS (conditions B): tR=0.83 min.; [M+H]+: 236.49 g/mol.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09242970B2 |
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| Quelldatensatz | uspto-grants-2016_01 |
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| ORD ID | ord-87314d0c8f5e4ac9bb313a96384de3a0 |
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| Quellennotiz | uspto-grants-2016_01 |
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