Hydrochloric Acid → 4-(4-Nitro-2-(trifluoromethyl)phenoxy)piperidine
Reaktionsgleichung
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)=[C:6]([C:24]([F:27])([F:26])[F:25])[CH:5]=1)([O-:3])=[O:2].Cl>C(Cl)Cl.O1CCOCC1.CCOC(C)=O>[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([O:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[C:6]([C:24]([F:27])([F:25])[F:26])[CH:5]=1)([O-:3])=[O:2]Komponenten
6
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
A solution of tert-butyl 4-(4-nitro-2-(trifluoromethyl)phenoxy)piperidine-1-carboxylate (1.4 g, 1.0 eq, 3.6 mmol) in CH2Cl2 (25 mL) was cooled to 0° C. while stifling. 4N HCl in dioxane (15 mL) was added to the above solution and stirred at 0° C. for 30 minutes and brought to room temperature for 2 hours. The volatiles were removed under vacuum to leave a crude solid. The crude mixture was dissolved in EtOAc (100 mL) and partitioned with 1N aqueous NaOH solution (50 mL). Organic layers were separated and the aqueous layer was washed with EtOAc (50 mL). The combined organic layers were dried over Na2SO4 and concentrated under vacuum to give the desired product in 90% yield.
Aufarbeitung
- waitbrought to room temperature for 2 hours
- customThe volatiles were removed under vacuum
- customto leave a crude solid
- custompartitioned with 1N aqueous NaOH solution (50 mL)
- customOrganic layers were separated
- washthe aqueous layer was washed with EtOAc (50 mL)
- dry with materialThe combined organic layers were dried over Na2SO4
- concentrationconcentrated under vacuum
Quellen und Nachweise
- ORD-Eintrag
- ord-36f697c62a644954a1072d4dac02887d
- Quelldatensatz
- uspto-grants-2016_04
- Patentnummer
- US09321763B2
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