Hydrochloric Acid → 6-Ethanesulfonyl-3,3-dimethyl-2,3-dihydro-1H-indole

HRID 1475322Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1475322
[CH2:1]([S:3]([C:6]1[CH:14]=[C:13]2[C:9]([C:10]([CH3:19])([CH3:18])[CH2:11][N:12]2C(=O)C)=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2].Cl>CO>[CH2:1]([S:3]([C:6]1[CH:14]=[C:13]2[C:9]([C:10]([CH3:18])([CH3:19])[CH2:11][NH:12]2)=[CH:8][CH:7]=1)(=[O:4])=[O:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 709808661-(6-Ethanesulfonyl-3,3-dimethyl-2,3-dihydro-indol-1-yl)-ethanone

Produkt 1

HCID 867239446-Ethanesulfonyl-3,3-dimethyl-2,3-dihydro-1H-indoleAusbeute 54,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

1-(6-Ethanesulfonyl-3,3-dimethyl-2,3-dihydro-indol-1-yl)-ethanone (130 mg, 0.46 mmol) was dissolved in MeOH (7 mL) and 5 M hydrochloric acid (920 μL, 4.6 mmol) was added. The solution was stirred at 90° C. for 1.5 h then solvent was removed in vacuo. The residue was quenched with saturated aqueous NaHCO3 and the product extracted with EtOAc. The organic phase was dried (MgSO4), filtered and concentrated to give the title compound (60 mg), used without further purification. MS: [M+H]+=240.

Aufarbeitung

  1. customsolvent was removed in vacuo
  2. customThe residue was quenched with saturated aqueous NaHCO3
  3. extractionthe product extracted with EtOAc
  4. dry with materialThe organic phase was dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-bcc0d8f9ef264edf84cee1e2bd8622bf
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018214B2

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