Hydrogen Bromide → 3,3'-Difluoro-4,4'-dihydroxybiphenyl

HRID 1165734Notes

Reaction equation

HRID 1165734 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([O:16]C)=[C:12]([F:18])[CH:11]=2)[CH:5]=[CH:6][C:7]=1[O:8]C.Br>O1CCOCC1>[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[C:12]([F:18])[CH:11]=2)[CH:5]=[CH:6][C:7]=1[OH:8]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 197520453,3'-Difluoro-4,4'-dimethoxy-1,1'-biphenyl

Product 1

HCID 5209563,3'-Difluoro-4,4'-dihydroxybiphenyl

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

10.0 g of 3,3'-difluoro-4,4'-dimethoxybiphenyl was dissolved in 150 ml of dioxane, and 150 ml of 48% hydrobromic acid was added. The mixture was heated under reflux for 50 hours. After the reaction, the reaction mixture was subjected to evaporation under reduced pressure. The residue was fully washed with water to obtain the desired 3,3'-difluoro-4,4'-dihydroxybiphenyl.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 50 hours
  3. customAfter the reaction
  4. customthe reaction mixture was subjected to evaporation under reduced pressure
  5. washThe residue was fully washed with water

Sources & evidence

ORD record
ord-6eca85ce9df04843ab55d647934c091b
Source dataset
uspto-grants-1990_03
Patent number
US04911862

Reaction notes

Loading…