Potassium Carbonate → HCID 59190377, Verbindung

HRID 219625

Reaktionsgleichung

Reaktionsgleichung von HRID 219625
BrC1C=CC([C@@H](N)C)=CC=1.[Br:11][C:12]1[CH:17]=[CH:16][C:15]([C@@H:18]([N:20]2[CH2:26][CH2:25][CH2:24][C:23]([CH2:33][C:34]([CH3:36])=[CH2:35])([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[O:22]C2=O)[CH3:19])=[CH:14][CH:13]=1.C([O-])([O-])=O.[K+].[K+]>CC#N>[Br:11][C:12]1[CH:13]=[CH:14][C:15]([C@@H:18]([NH:20][CH2:26][CH2:25][CH2:24][C:23]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)([OH:22])[CH2:33][C:34]([CH3:36])=[CH2:35])[CH3:19])=[CH:16][CH:17]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 852999(alphaS)-4-Bromo-alpha-methylbenzenemethanamineHCID 59190391HCID 59190391, Verbindung

Produkt 1

HCID 59190377HCID 59190377, VerbindungAusbeute 30,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of (S)-1-(4-bromo-phenyl)-ethyl amine (3.58 g, 0.018 mol) in dry CH3CN (350 mL) was added 3-((1S)-1-(4-bromophenyl)ethyl)-7-(2-methylallyl)-7-phenyl-1,3-oxazepan-2-one (4.2 g, 0.018 mol), KI (3.19 g, 0.019 mol), and K2CO3 (3.73 g, 0.027 mol). The mixture was stirred at reflux overnight, filtered, and concentrated to give the crude product, which was purified by column chromatography to give 7-((1S)-1-(4-bromophenyl)ethylamino)-2-methyl-4-phenylhept-1-en-4-ol (2.2 g, 30%) as an oil.

Aufarbeitung

  1. temperatureat reflux overnight
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customto give the crude product, which
  5. customwas purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-866cf1e4c35044579d28f1e177a45e92
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202857B2

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