Triacetoxyperiodinane → 2,4,6-Trichlorobenzaldehyde

HRID 1514914Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1514914
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[CH2:10][OH:11].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[CH:10]=[O:11]

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 45825742,4,6-Trichlorobenzyl alcohol

Produkt 1

HCID 53144572,4,6-Trichlorobenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (2,4,6-trichlorophenyl)-methanol (350 mg, 1.67 mmol) in CH2Cl2 (10 mL) was added Dess-Martin reagent (742 mg, 1.75 mmol). After the addition, the solution was stirred at ambient temperature for 2 h. The reaction was quenched with sat. NaHCO3 and the aqueous layer was extracted with EtOAc. The organic layer was washed with water, brine, dried with MgSO4, and filtered. The solvent was removed under reduced pressure to give 2,4,6-trichlorobenzaldehyde as a white solid.

Aufarbeitung

  1. additionAfter the addition
  2. customThe reaction was quenched with sat. NaHCO3
  3. extractionthe aqueous layer was extracted with EtOAc
  4. washThe organic layer was washed with water, brine
  5. dry with materialdried with MgSO4
  6. filtrationfiltered
  7. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ed5cadeedfd44d94a6c204d8922827be
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222248B2

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