Hydrogen Bromide → HCID 21252687, compound

HRID 1530803Notes

Reaction equation

HRID 1530803 reaction equation
[F:1][CH:2]([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11]C)=[CH:7][CH:6]=1)[CH3:4].Br>C(O)(=O)C>[F:1][CH:2]([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)[CH3:4]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 21252677HCID 21252677, compound

Product 1

HCID 21252687HCID 21252687, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

24.8 g (0.13 mol) of 1-(2,2-difluoro-1-methylethyl)-4-methoxybenzene were stirred in 350 ml of glacial acetic acid and heated under reflux. 67 g of 48% aqueous hydrobromic acid were subsequently added dropwise and the mixture was stirred under reflux for a further 5 h. After cooling to room temperature, the solvent was distilled off under reduced pressure and the residue was taken up in ethyl acetate, washed with aqueous sodium hydrogen carbonate dried and concentrated to give the title product as a colourless oil which was reacted further without any purification.

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. temperatureunder reflux for a further 5 h
  4. distillationthe solvent was distilled off under reduced pressure
  5. washwashed with aqueous sodium hydrogen carbonate
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-55b353f8093641c89985407c66c60033
Source dataset
uspto-grants-2001_03
Patent number
US06197729B1

Reaction notes

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