Styrene → HCID 86748374, Verbindung

HRID 232543

Reaktionsgleichung

Reaktionsgleichung von HRID 232543
C(=O)([O-])[O-].[Na+].[Na+].Cl.[Cl:8][C:9]1[CH:10]=[C:11]([NH:15][NH2:16])[CH:12]=[CH:13][CH:14]=1.Br[CH2:18][C:19](=O)[C:20]([O:22][CH2:23][CH3:24])=[O:21].[CH2:26]=[CH:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C1COCC1>[Cl:8][C:9]1[CH:10]=[C:11]([N:15]2[CH:27]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH2:26][CH2:18][C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[N:16]2)[CH:12]=[CH:13][CH:14]=1

Komponenten

6

Edukt 4

HCID 7501StyreneHCID 10340Sodium CarbonateHCID 66144Ethyl bromopyruvateHCID 75331m-Chlorophenylhydrazine hydrochloride

Produkt 1

HCID 86748374HCID 86748374, VerbindungAusbeute 33,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To 12.0 g (0.112 mol) of sodium carbonate suspended in 50 mL THF was added 5.0 g (0.028 mol) 3-chlorophenyl hydrazine hydrochloride, 6.5 g (0.033 mol) ethyl bromopyruvate and 44.0 g (0.42 mol) styrene. The reaction mixture was stirred at room temperature for 18 h, filtered through a plug of celite, rinsed with methylene chloride and concentrated under reduced pressure. The crude reaction mixture was flash chromatographed using 10% EtOAc/90% hexanes as eluent to afford 3.2 g of a yellow solid, mp 125°-126° C.

Aufarbeitung

  1. filtrationfiltered through a plug of celite
  2. washrinsed with methylene chloride
  3. concentrationconcentrated under reduced pressure
  4. customThe crude reaction mixture
  5. customchromatographed

Quellen und Nachweise

ORD-Eintrag
ord-0cf9459f4d7f47c999fe699ef3ff770f
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591729

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