Methanol → 3-Bromo-5-methoxybenzoic acid

HRID 1686431Notes

Reaction equation

HRID 1686431 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[C:5]#N.[OH-:12].[Na+].C[OH:15]>Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[C:5]([OH:15])=[O:12]

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 250673623-Bromo-5-methoxybenzonitrile

Product 1

HCID 40600483-Bromo-5-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The product from step (i) (5.10 g) was dissolved in methanol (20 ml) and 6N NaOH (20 ml) and heated to reflux for 6 h. The mixture was diluted with 2M HCl, extracted with ethyl acetate, dried (MgSO4) and evaporated under reduced pressure to give a white solid (5.10 g).

Workup

  1. temperatureto reflux for 6 h
  2. extractionextracted with ethyl acetate
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-c6caa1c3ad4847c4967ede8fa493678d
Source dataset
uspto-grants-2012_04
Patent number
US08148572B2

Reaction notes

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