2-Benzyl-4-chlorobenzyl alcohol → 2-Benzyl-4-chlorobenzaldehyde

HRID 1903615Notes

Reaction equation

HRID 1903615 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[CH2:12]([C:19]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:20]=1[CH2:21][OH:22])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(Cl)Cl>[CH2:12]([C:19]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:20]=1[CH:21]=[O:22])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 155700662-Benzyl-4-chlorobenzyl alcoholHCID 178418287HCID 178418287, compound

Product 1

HCID 155700672-Benzyl-4-chlorobenzaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 238 g (1.1 mol) of pyridinium chlorochromate and 300 ml of methylene chloride were added 79.3 g (0.34 mol) of 2-benzyl-4-chlorobenzyl alcohol. The mixture was stirred at room temperature for 2 hours. The chromium salts were precipitated by the addition of 2.4 liters of a 1:1 mixture of ether and petroleum ether, and the precipitate was removed by filtration through Celite. The solvent was removed at reduced pressure to give a yellow oil, which was used without further purification.

Workup

  1. customThe chromium salts were precipitated by the addition of 2.4 liters of a 1:1 mixture of ether and petroleum ether
  2. customthe precipitate was removed by filtration through Celite
  3. customThe solvent was removed at reduced pressure
  4. customto give a yellow oil, which
  5. customwas used without further purification

Sources & evidence

ORD record
ord-0f6e1ba1551a4f008b3425a055b022b0
Source dataset
uspto-grants-1984_03
Patent number
US04436662

Reaction notes

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