4-(Hydroxymethyl)-1-(phenylsulfonyl)-1H-indol-5-ol → 5-Hydroxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehyde

HRID 2423127Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2423127
[OH:1][CH2:2][C:3]1[C:11]([OH:12])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][N:7]2[S:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:15])=[O:14]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[OH:12][C:11]1[CH:10]=[CH:9][C:8]2[N:7]([S:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)(=[O:15])=[O:14])[CH:6]=[CH:5][C:4]=2[C:3]=1[CH:2]=[O:1]

Komponenten

4

Edukt 1

HCID 672416334-(Hydroxymethyl)-1-(phenylsulfonyl)-1H-indol-5-ol2×

Produkt 1

HCID 866217145-Hydroxy-1-(phenylsulfonyl)-1H-indole-4-carbaldehydeAusbeute 45,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4-(Hydroxymethyl)-1-(phenylsulfonyl)-1H-indol-5-ol (Intermediate 9, 439 mg, 1.45 mmol) was dissolved in dry DCM (25 mL) and manganese dioxide (0.75 g, 8.7 mmol) was added all in one portion. The reaction mixture was stirred for 2 hours at room temperature and the mixture was filtered through a pad of silica gel. The filtrate was washed with water (1×), dried (MgSO4) and evaporated to give 0.2 g of an orange solid. MS m/z 302 [M+H]+.

Aufarbeitung

  1. filtrationthe mixture was filtered through a pad of silica gel
  2. washThe filtrate was washed with water (1×)
  3. dry with materialdried (MgSO4)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-eea1c31999ab4cfab4aebdc1df0b6da0
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960374B2

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