Sodium Hydroxide → HCID 67273211, Verbindung

HRID 1020918Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1020918
C1(S([N:10]2[C:18]3[C:13](=[C:14]([O:21][CH3:22])[C:15]([O:19][CH3:20])=[CH:16][CH:17]=3)[CH:12]=[C:11]2[C:23]2[CH2:27][CH2:26][CH2:25][CH:24]=2)(=O)=O)C=CC=CC=1.[OH-].[Na+]>CCO>[C:23]1([C:11]2[NH:10][C:18]3[C:13]([CH:12]=2)=[C:14]([O:21][CH3:22])[C:15]([O:19][CH3:20])=[CH:16][CH:17]=3)[CH2:27][CH2:26][CH2:25][CH:24]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 67273154HCID 67273154, Verbindung

Produkt 1

HCID 67273211HCID 67273211, VerbindungAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 291 mg (0.76 mmol) of the phenylsulfonamide intermediate from step 3 in 50 mL EtOH was added 5 mL 10% NaOH solution. The reaction was heated to reflux overnight and then concentrated. The residue was dissolved in EtOAc, washed with 2N Na2CO3 solution, H2O, aqueous NaCl solution, dried (MgSO4), and concentrated under vacuum to yield 180 mg of 2-cyclopent-1-enyl-4,5-dimethoxy-1H-indole (97%).

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureto reflux overnight
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in EtOAc
  5. washwashed with 2N Na2CO3 solution, H2O, aqueous NaCl solution
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-db94dbbd12de40a491c48efc13c09c28
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08716493B2

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