Hydrogen Bromide → HCID 9920728, compound

HRID 2120332Notes

Reaction equation

HRID 2120332 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:10]([CH3:16])([CH3:15])[CH2:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[O:8]C.Br>C(O)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]([C:10]([CH3:16])([CH3:15])[CH2:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[OH:8]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 9834436HCID 9834436, compound

Product 1

HCID 9920728HCID 9920728, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

3-(3-Methyl-4-methoxyphenyl)-3-methylbutyric acid (11.1 g, 0.05 mol), acetic acid (22.3 g), and 48% hydrobromic acid aqueous solution (33.7 g, 0.2 mol) were mixed together, and stirred for 4 hours at 120° C. The mixture was cooled to room temperature, and the thus-obtained reaction solution was extracted with diethyl ether. The organic layer was washed with sodium chloride saturated aqueous solution, and then the solvent was removed by distillation to obtain 3-(3-methyl-4-hydroxyphenyl)-3-methylbutyric acid (10 g, yield: 95%).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. customthe thus-obtained reaction solution
  3. extractionwas extracted with diethyl ether
  4. washThe organic layer was washed with sodium chloride saturated aqueous solution
  5. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-8d0952dc9de44acfb50e2b62bf9122fd
Source dataset
uspto-grants-2004_02
Patent number
US06689902B2

Reaction notes

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