Water → 3-Bromo-4-(methoxycarbonyl)benzoic acid

HRID 2250642Notes

Reaction equation

HRID 2250642 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([C:12]([O:14]C)=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[OH-].[Na+].O>CO>[Br:1][C:2]1[CH:11]=[C:10]([CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5])[C:12]([OH:14])=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 87741Dimethyl 2-bromoterephthalate

Product 1

HCID 186730263-Bromo-4-(methoxycarbonyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of dimethyl 2-bromoterephthalate (1.04 g) in methanol (10 mL) was added 1 N sodium hydroxide (5.71 mL) at room temperature. After stirring for 1.5 hour, the reaction was quenched by adding 1 N hydrochloric acid (7 mL). White crystals were formed. Water (10 mL) was added to aid crystalyzation. The crystals were collected by filtration, washed with water, and dried in the air. 3-Bromo-4-(methoxycarbonyl)benzoic acid was obtained as white crystals (532 mg).

Workup

  1. customthe reaction was quenched
  2. additionby adding 1 N hydrochloric acid (7 mL)
  3. customWhite crystals were formed
  4. filtrationThe crystals were collected by filtration
  5. washwashed with water
  6. customdried in the air

Sources & evidence

ORD record
ord-1ba0a65b206141b28f29f6b75acbfaa1
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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