Réaction #58640

Équation de réaction

3-(2,4-dichlorophenyl)-2-(4-chorophenyl)propanol

3-(2,4-Dichlorophenyl)-2-(4-chlorophenyl)propanol

pyridinium chlorochromate

ether

→

title compound

3-(2,4-Dichlorophenyl)-2-(4-chorophenyl)propanal

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   Autrecrushed 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
   Lavagewas washed with ether (2×50 mL)
6. 6
   ConcentrationThe filtrate was concentrated to dryness
7. 7
   Autreazeotroped with toluene

Mode opératoire

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.

Source