Boron tribromide → 4-Iodo 2-hydroxy biphenyl

HRID 1602790Notes

Reaction equation

HRID 1602790 reaction equation
B(Br)(Br)Br.[I:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:8]([O:18]C)[CH:7]=1>O>[I:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:8]([OH:18])[CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 185334884-Iodo 2-methoxy biphenyl

Product 1

HCID 196077194-Iodo 2-hydroxy biphenylYield 98.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.83 ml of boron tribromide is added dropwise at 0° C. under a nitrogen atmosphere to a solution containing 6 g of 4-iodo 2-methoxy biphenyl. Agitation is carried out for one hour at 0° C. then for 5 hours at 20° C. and the reaction medium is poured into a water and ice mixture. The suspension obtained is agitated for 15 minutes and extraction is carried out with methylene chloride. The organic phases are collected, dried and evaporated under reduced pressure. In this way 5.65 g of 4-iodo 2-hydroxy biphenyl is obtained.

Workup

  1. waitfor 5 hours at 20° C.
  2. customThe suspension obtained
  3. extractionextraction
  4. customThe organic phases are collected
  5. customdried
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1f088ac318574aa19d55917ee0ca0ba1
Source dataset
uspto-grants-1999_11
Patent number
US05985853

Reaction notes

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