Sodium Hydroxide → 5-chloro-2-ethyl-1H-indole

HRID 11398Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 11398
C1(S([N:10]2[C:18]3[C:13](=[CH:14][C:15]([Cl:19])=[CH:16][CH:17]=3)[CH:12]=[C:11]2[CH2:20][CH3:21])(=O)=O)C=CC=CC=1.[OH-].[Na+]>CO>[Cl:19][C:15]1[CH:14]=[C:13]2[C:18](=[CH:17][CH:16]=1)[NH:10][C:11]([CH2:20][CH3:21])=[CH:12]2

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 21974278N-(Benzensulfonyl)-5-chloro-2-ethylindole

Produkt 1

HCID 205171755-chloro-2-ethyl-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 2 (1.3 g, 4.07 mmol), 2N NaOH (12 mL), and MeOH (62 mL) was refluxed for 40 h. The organic solvent was evaporated and the remaining residue was extracted with EtOAc. The combined extract were washed with brine, dried (Na2SO4) and evaporated in vacuo to give a residue which was purified by flash chromatography (silica gel, cyclohexane/ethyl acetate, 8:2) and crystallization from ether/cyclohexane.

Aufarbeitung

  1. temperaturewas refluxed for 40 h
  2. customThe organic solvent was evaporated
  3. extractionthe remaining residue was extracted with EtOAc
  4. extractionThe combined extract
  5. washwere washed with brine
  6. dry with materialdried (Na2SO4)
  7. customevaporated in vacuo
  8. customto give a residue which
  9. customwas purified by flash chromatography (silica gel, cyclohexane/ethyl acetate, 8:2) and crystallization from ether/cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-6eb7296ff68e46c49fe21f7b0425c303
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098233B2

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