Reaktion #58640

ord-5e33a3e3b9f64f40bdf888361e641c1b

Reaktionsgleichung

OCC(Cc1ccc(Cl)cc1Cl)c1ccc(Cl)cc1
3-(2,4-dichlorophenyl)-2-(4-chorophenyl)propanol
OCC(Cc1ccc(Cl)cc1Cl)c1ccc(Cl)cc1
3-(2,4-Dichlorophenyl)-2-(4-chlorophenyl)propanol
[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
pyridinium chlorochromate
CCOCC
ether
O=CC(Cc1ccc(Cl)cc1Cl)c1ccc(Cl)cc1
title compound
O=CC(Cc1ccc(Cl)cc1Cl)c1ccc(Cl)cc1
3-(2,4-Dichlorophenyl)-2-(4-chorophenyl)propanal

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigecrushed activated molecular sieves (4 g)
  2. 2
    workup.STIRRINGAfter stirring at room temperature for 1 h
  3. 3
    workup.ADDITIONCELITE diatomaceous earth (4 g) was added
  4. 4
    FiltrationThe resulting mixture was filtered through a silica gel pad, which
  5. 5
    Waschenwas washed with ether (2×50 mL)
  6. 6
    EinengenThe filtrate was concentrated to dryness
  7. 7
    Sonstigeazeotroped with toluene

Vorschrift

To a solution of 3-(2,4-dichlorophenyl)-2-(4-chorophenyl)propanol (Step B, 0.89 g, 2.8 mmol) in 20 mL CH2Cl2 was added crushed activated molecular sieves (4 g). After stirring at room temperature for 10 min, pyridinium chlorochromate (0.90 g, 4.2 mmol) was added. After stirring at room temperature for 1 h, CELITE diatomaceous earth (4 g) was added followed by 100 mL ether. The resulting mixture was filtered through a silica gel pad, which was washed with ether (2×50 mL). The filtrate was concentrated to dryness and azeotroped with toluene to give the title compound, which was used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07423067B2uspto-grants-2008_09