Réaction #1747866

ord-eee27b9e4fe147dd8e55086696d664d8

Équation de réaction

Oc1ccc(I)cc1
4-iodophenol
ClCc1ccccc1
benzyl chloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Ic1ccc(OCc2ccccc2)cc1
4-Iodophenyl benzyl ether

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas heated
  2. 2
    Températureto reflux temperature
  3. 3
    Températureheated
  4. 4
    Filtrationthe reaction mixture was filtered
  5. 5
    ConcentrationThe filtrate was concentrated
  6. 6
    Températurecooled in an ice bath, in the course of which a solid
  7. 7
    Autreprecipitated out
  8. 8
    AutreThis was removed by means of a blue-band filter
  9. 9
    Autredried
  10. 10
    AutreThe crude product (23.22 g) was recrystallized from 70 ml of ethanol
  11. 11
    Autrean m.p. of 61-62° C. (lit. 62° C.)
  12. 12
    Autrewere obtained

Mode opératoire

A reaction mixture composed of 21.40 g (95.3 mmol) of 98% 4-iodophenol, 12.19 g (95.3 mmol) of 99% benzyl chloride, 20.73 g (150 mmol) of potassium carbonate and 250 ml of acetone was heated to reflux temperature and heated to boiling for 30 hours. After cooling to room temperature, the reaction mixture was filtered. The filtrate was concentrated and then cooled in an ice bath, in the course of which a solid precipitated out. This was removed by means of a blue-band filter and then dried. The crude product (23.22 g) was recrystallized from 70 ml of ethanol. 17.20 g (58% of theory) of colorless microcrystals having an m.p. of 61-62° C. (lit. 62° C.) were obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08029919B2uspto-grants-2011_10