Triacetoxyperiodinane → HCID 59278091, Verbindung

HRID 1698223

Reaktionsgleichung

Reaktionsgleichung von HRID 1698223
[C:1]1([CH3:19])[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH:14]=[CH:13][C:12]([CH:15]([OH:18])[CH2:16][CH3:17])=[N:11]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[C:1]1([CH3:19])[CH:2]=[CH:3][C:4]([S:7]([N:10]2[CH:14]=[CH:13][C:12]([C:15](=[O:18])[CH2:16][CH3:17])=[N:11]2)(=[O:9])=[O:8])=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 592783481-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-ol

Produkt 1

HCID 59278091HCID 59278091, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-ol (2.20 g, 7.85 mmol) in CH2Cl2 was added the Dess-Martin periodinane (4.24 g, 10.00 mmol). After 12 hours, the reaction was quenched with saturated aqueous sodium bicarbonate and filtered through diatomaceous earth and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with 30% EtOAc in heptane. The major fractions were combined and the solvent was concentrated in vacuo to afford 1-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-one.

Aufarbeitung

  1. customthe reaction was quenched with saturated aqueous sodium bicarbonate
  2. filtrationfiltered through diatomaceous earth
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel chromatography
  5. washeluting with 30% EtOAc in heptane
  6. concentrationthe solvent was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f531b9f9851e4737a995a3602735c253
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163918B2

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