5-(4-chlorophenoxy)pentan-1-ol → 5-(4-Chlorophenoxy)pentanal

HRID 2107126Notes

Reaction equation

HRID 2107126 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Cl:12][C:13]1[CH:25]=[CH:24][C:16]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])=[CH:15][CH:14]=1>C(Cl)Cl.C(OCC)C>[Cl:12][C:13]1[CH:25]=[CH:24][C:16]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[O:23])=[CH:15][CH:14]=1

Participants

5

Reactant 2

HCID 27948975-(4-chlorophenoxy)pentan-1-olHCID 178418287HCID 178418287, compound

Product 1

HCID 232971225-(4-Chlorophenoxy)pentanal

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 33 g (0.15 mmol) of pyridinium chlorochromate in 450 ml of methylene chloride is added 21.4 g (0.1 mol) of 5-(4-chlorophenoxy)-1-pentanol. The mixture is maintained with stirring for 3 hours, diluted with 900 ml of ethyl ether and stirred for an additional 1 hour.

Workup

  1. temperatureThe mixture is maintained
  2. stirringstirred for an additional 1 hour

Sources & evidence

ORD record
ord-4f8bf6b412074a09805a47b356bf6f6f
Source dataset
uspto-grants-1990_06
Patent number
US04933365

Reaction notes

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