1-Hydroxy-6-methylsulfonylindole → 6-methanesulfonyl-1H-indole

HRID 1666886Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1666886
[CH3:1][S:2]([C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[CH:10][N:11]2O)=[CH:7][CH:6]=1)(=[O:4])=[O:3]>P(OCC)(OCC)OCC.C(OCC)C>[CH3:1][S:2]([C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[CH:10][NH:11]2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Komponenten

4

Edukt 1

HCID 7035381-Hydroxy-6-methylsulfonylindole

Produkt 1

HCID 27610676-methanesulfonyl-1H-indole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 31215Triethyl phosphiteLösungsmittel

Versuchsvorschrift

Dissolve 6-Methanesulfonyl-indol-1-ol (5.0 g, 23.7 mmol) in triethyl phosphite (35 ml) and heat at 160° for 5 hours. Cool the solution to ambient temperature and dilute with diethyl ether. Wash the ether solution with brine and water followed by drying (sodium sulfate) and reducing to residue. Crystallize the residue from warm ethyl acetate to give the title compound as colorless cubes: mp 149-152° C. MS (ACPI): m/e 196.0 (M+1). Analysis for C9H9NO2S: Calcd: C, 55.37; H, 4.65; N, 7.17. found: C, 55.14; H, 4.71; N, 7.20.

Aufarbeitung

  1. temperatureheat at 160° for 5 hours
  2. washWash the ether solution with brine and water
  3. dry with materialby drying (sodium sulfate)
  4. customCrystallize the residue
  5. temperaturefrom warm ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-acdc7cd65fb24720bbdd6b0870f92cd7
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08044090B2

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