Hydrochloric Acid → 3-Bromo-4-(trifluoromethoxy)benzoic acid

HRID 1773952Notes

Reaction equation

HRID 1773952 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][C:11]([F:14])([F:13])[F:12])[CH:5]=[O:6].[OH:15]O.Cl>CO.[OH-].[Na+]>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][C:11]([F:12])([F:13])[F:14])[C:5]([OH:15])=[O:6]

Participants

6

Conditions

Temperature
0 °C

Procedure

To an ice-cooled solution of 3-bromo-4-(trifluoromethoxy)benzaldehyde (3.00 g, 11.2 mmol, 1 eq.) in MeOH (14 mL), a solution of hydrogen peroxide (30% wt solution in water, 14 mL, 11.2 mmol, 1 eq.) in 15% aq. NaOH soln. (14 mL) was added dropwise. The reaction mixture was stirred at 0° C. for 1 hour and further at r.t. for 18 hours. The reaction mixture was acidified by addition of conc. HCl. The suspension was filtered off and the filter cake was rinsed with H2O. The resulting white solid was dried under h.v. to give the title compound. The product was used without further purification.

Workup

  1. addition(14 mL) was added dropwise
  2. filtrationThe suspension was filtered off
  3. washthe filter cake was rinsed with H2O
  4. customThe resulting white solid was dried under h.v

Sources & evidence

ORD record
ord-2f3609b69d7549179c6830933b59da0a
Source dataset
uspto-grants-2016_02
Patent number
US09255090B2

Reaction notes

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