2-(4-Iodophenyl)-2-methyloxirane → 2-(4-Iodophenyl)propanal

HRID 904234Notes

Reaction equation

HRID 904234 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:11])[CH2:10][O:9]2)=[CH:4][CH:3]=1>C1(C)C=CC=CC=1>[I:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:11])[CH:10]=[O:9])=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 233338282-(4-Iodophenyl)-2-methyloxirane

Product 1

HCID 233338292-(4-Iodophenyl)propanalYield 83.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 15 g of 2-(4-iodophenyl)-2-methyloxirane in 75 ml of toluene was added 1.5 g of powdered Molecular Sieves 4A and the mixture was heated under reflux for 4 hours. After completion of the reaction, the Molecular Sieves was removed by filtration and the filtrate was concentrated and then distilled under reduced pressure to obtain 12.5 g (83% yield) of 2-(4-iodophenyl)propionaldehyde in oily form.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. customAfter completion of the reaction
  4. customthe Molecular Sieves was removed by filtration
  5. concentrationthe filtrate was concentrated
  6. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-8999572f3d574904bd9d0f42ab6d2142
Source dataset
uspto-grants-1980_10
Patent number
US04230719

Reaction notes

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