Hydrochloric Acid → (2-Bromo-5-difluoromethoxy-4-methoxy-phenyl)-acetic acid

HRID 1691785Notes

Reaction equation

HRID 1691785 reaction equation
C[O:2][C:3](=[O:18])[CH2:4][C:5]1[CH:10]=[C:9]([O:11][CH:12]([F:14])[F:13])[C:8]([O:15][CH3:16])=[CH:7][C:6]=1[Br:17].[OH-].[Li+].Cl>CO.O>[Br:17][C:6]1[CH:7]=[C:8]([O:15][CH3:16])[C:9]([O:11][CH:12]([F:14])[F:13])=[CH:10][C:5]=1[CH2:4][C:3]([OH:18])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 59377715(2-Bromo-5-difluoromethoxy-4-methoxy-phenyl)-acetic acid methyl ester

Product 1

HCID 59377691(2-Bromo-5-difluoromethoxy-4-methoxy-phenyl)-acetic acidYield 91.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

(2-Bromo-5-difluoromethoxy-4-methoxy-phenyl)-acetic acid methyl ester (400 mg) was dissolved in 5 ml methanol and treated with 150 mg lithium hydroxide in 1 ml of water. The mixture was stirred at room temperature for 18 hours, acidified with 10% aqueous hydrochloric acid, filtered and dried to yield 350 mg of (2-bromo-5-difluoromethoxy-4-methoxy-phenyl)-acetic acid.

Workup

  1. filtrationfiltered
  2. customdried

Sources & evidence

ORD record
ord-6249229d6bec4948bc8fd12be3575e24
Source dataset
uspto-grants-2012_04
Patent number
US08153808B2

Reaction notes

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