Reaktionsgleichung
Br[C:2]1[CH:7]=[CH:6][C:5](/[N:8]=N/N2CCCC2)=[CH:4][CH:3]=1.[Li]C(CC)C.[CH3:20][C:21]([CH3:23])=[O:22]>CCOCC>[NH2:8][C:5]1[CH:4]=[CH:3][C:2]([C:21]([OH:22])([CH3:23])[CH3:20])=[CH:7][CH:6]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -78 °C
Versuchsvorschrift
To a −78° C. solution of compound 134 (1 g, 3.95 mmol) in ether (20 mL) was added sec-BuLi (1.4 M in hexanes, 0.62 g, 9.67 mmol). The resulting solution was stirred for 30 min at −78° C., followed by addition of acetone (0.91 g, 15.81 mmol) dropwise at −78° C. The reaction mixture was warmed to room temperature overnight. The reaction mixture was partitioned between water and ether and the layers were separated. The aqueous layer was re-extracted with ether. The ether layers were the combined and concentrated in vacuo to yield crude 135 (0.33 g, 55.9%) which was used in the next step without further purification.
Aufarbeitung
- temperatureThe reaction mixture was warmed to room temperature overnight
- customThe reaction mixture was partitioned between water and ether
- customthe layers were separated
- extractionThe aqueous layer was re-extracted with ether
- concentrationconcentrated in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-051cd53402dd4d2ca356d051c7642cbc
- Quelldatensatz
- uspto-grants-2013_09
- Patentnummer
- US08541423B2
Verknüpfte Notizen
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