Sodium Iodide → 5-(2-Iodoethyl)-2-methyl-4-phenyl-1,3-oxazole

HRID 1982426Notes

Reaction equation

HRID 1982426 reaction equation
Cl[CH2:2][CH2:3][C:4]1[O:8][C:7]([CH3:9])=[N:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[I-:16].[Na+]>C(C(C)=O)C>[I:16][CH2:2][CH2:3][C:4]1[O:8][C:7]([CH3:9])=[N:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 233165995-(2-Chloroethyl)-2-methyl-4-phenyl-1,3-oxazole

Product 1

HCID 233165875-(2-Iodoethyl)-2-methyl-4-phenyl-1,3-oxazole

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 5-(2-chloroethyl)-2-methyl-4-phenyloxazole (9.8 g), sodium iodide (9.9 g) and methyl ethyl ketone (150 ml) was refluxed with stirring for 20 hours. The solvent was distilled off and the residue was diluted with water and extracted with ethyl ether. The ethyl ether layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was then distilled off to give an oil of 5-(2-iodoethyl)-2-methyl-4-phenyloxazole, yield 11.5 g (82.9%).

Workup

  1. temperaturewas refluxed
  2. distillationThe solvent was distilled off
  3. additionthe residue was diluted with water
  4. extractionextracted with ethyl ether
  5. washThe ethyl ether layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationThe solvent was then distilled off

Sources & evidence

ORD record
ord-25bd49d04c0d43cc8650e3d72d64f257
Source dataset
uspto-grants-1986_06
Patent number
US04596816

Reaction notes

Loading…