Iodine → HCID 178418276, compound

HRID 1750

Reaction equation

HRID 1750 reaction equation
[Mg:1].II.[Br:4]CCBr.Br[C:9]1[CH:14]=CC(OC)=[CH:11][CH:10]=1.[CH2:17]1[CH2:21][O:20][CH2:19][CH2:18]1>>[CH2:11]([Mg:1][Br:4])[C:10]1[CH:18]=[CH:17][C:21]([O:20][CH3:19])=[CH:14][CH:9]=1

Participants

6

Reactant 5

HCID 807IodineHCID 77304-BromoanisoleHCID 78391,2-DibromoethaneHCID 8028TetrahydrofuranHCID 5462224Magnesium

Product 1

HCID 178418276HCID 178418276, compound

Conditions

Temperature
20 °C

Procedure

Magnesium (36 g, 1.5 mol), iodine (a few crystals) and THF (1 L) were heated under nitrogen, with stirring, at reflux for 15 min. The mixture was cooled to 20° C., stirring stopped, and 1,2-dibromoethane (2.5 ml) added. After an exothermic reaction was observed (a few min) stirring was restarted which was accompanied by a rise in temperature to 35° C. The mixture was cooled to 20° C. and 4-bromoanisole slowly added over 1 h at 14°-18° C. with cooling. Stirring was continued for 10 min after the addition was complete.

Workup

  1. temperatureat reflux for 15 min
  2. stirringstirring
  3. customAfter an exothermic reaction
  4. stirringstirring
  5. customwas accompanied by a rise in temperature to 35° C
  6. temperatureThe mixture was cooled to 20° C.
  7. temperaturewith cooling
  8. stirringStirring
  9. additionafter the addition

Sources & evidence

ORD record
ord-f12406699295447fa245b2a1d83d7703
Source dataset
uspto-grants-1998_03
Patent number
US05726315

Linked notes

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