Triacetoxyperiodinane → 3-Methyl-2-nitrobenzaldehyde

HRID 1174352Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1174352
[CH3:1][C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(#N)C>[CH3:1][C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6]

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 5619893-Methyl-2-nitrobenzenemethanol

Produkt 1

HCID 135735673-Methyl-2-nitrobenzaldehydeAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 3-methyl-2-nitrobenzyl alcohol (0.4 g, 2.4 mmol) in acetonitrile (8 mL) was treated with Dess-Martin reagent (1.11 g, 2.63 mmol) at 25° C. for 16 h. The mixture was quenched with sodium bicarbonate/sodium thiosulfate (1:1, 15 mL), and the mixture was extracted with dichloromethane, the organic layer separated, washed with brine, dried over sodium sulfate, filtered, and the solvents were evaporated to give the crude title compound (0.387 g, 98%).

Aufarbeitung

  1. customThe mixture was quenched with sodium bicarbonate/sodium thiosulfate (1:1, 15 mL)
  2. extractionthe mixture was extracted with dichloromethane
  3. customthe organic layer separated
  4. washwashed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvents were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-67b24b1500684ef7803136e998954f78
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834043B2

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