Triacetoxyperiodinane → 5-Chloro-4-formylthiophene-2-carbonitrile

HRID 34073Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 34073
[Cl:1][C:2]1[S:6][C:5]([C:7]#[N:8])=[CH:4][C:3]=1[CH2:9][OH:10].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[Cl:1][C:2]1[S:6][C:5]([C:7]#[N:8])=[CH:4][C:3]=1[CH:9]=[O:10]

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 230701655-Chloro-4-hydroxymethylthiophene-2-carbonitrile

Produkt 1

HCID 230702115-Chloro-4-formylthiophene-2-carbonitrileAusbeute 151,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 3.0 g of 5-chloro-4-hydroxymethylthiophene-2-carbonitrile in 34 mL of dichloromethane was added 8.06 g of Dess-Martin reagent at room temperature, and stirred at this temperature for a day. After diluting with dichloromethane, washing successively with aqueous sodium hydrogen carbonate and saturated brine, and drying over anhydrous magnesium sulfate, the solvent was evaporated, to afford 4.5 g of a crude product of the title compound as colorless crystals.

Aufarbeitung

  1. washwashing successively with aqueous sodium hydrogen carbonate and saturated brine
  2. dry with materialdrying over anhydrous magnesium sulfate
  3. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-fc6f0aba60704c4dabaaa80653a14acb
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429609B2

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