3-Phenoxy 1-propanol → 3-Phenoxypropanal

HRID 1072431Notes

Reaction equation

HRID 1072431 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[O:1]([CH2:8][CH2:9][CH:10]=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 803193-Phenoxy 1-propanolHCID 178418287HCID 178418287, compound

Product 1

HCID 109864123-Phenoxypropanal

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Phenoxypropan-1-ol (3.17 g, 20.86 mmol) was dissolved dichloromethane (25 mL) and pyridinium chlorochromate (6.76 g, 31.28 mmol) was added. The slurry was stirred at room temperature for 1 hour and then filtered through silica gel eluting with an ethyl acetate/hexanes gradient. The desired compound was isolated as a yellow oil (1.1 g).

Workup

  1. additionwas added
  2. filtrationfiltered through silica gel eluting with an ethyl acetate/hexanes gradient

Sources & evidence

ORD record
ord-e9cd6d90998a4c858089fd0884cb3bd7
Source dataset
uspto-grants-2005_06
Patent number
US06911442B1

Reaction notes

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