Sodium Hydroxide → 2,4-Dibromo-3-(aminocarbonylmethoxy)benzoic acid

HRID 1835864Notes

Reaction equation

HRID 1835864 reaction equation
[Br:1][C:2]1[C:12]([O:13][CH2:14][C:15]([NH2:17])=[O:16])=[C:11]([Br:18])[CH:10]=[CH:9][C:3]=1[C:4]([O:6]CC)=[O:5].[OH-].[Na+]>C1COCC1.O>[Br:1][C:2]1[C:12]([O:13][CH2:14][C:15]([NH2:17])=[O:16])=[C:11]([Br:18])[CH:10]=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 12056854Ethyl 2,4-dibromo-3-(aminocarbonylmethoxy)benzoate

Product 1

HCID 120568552,4-Dibromo-3-(aminocarbonylmethoxy)benzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

0.700 g (1.80 mmol) of ethyl 2,4-dibromo-3-(aminocarbonylmethoxy)benzoate was dissolved in 15 ml of THF and 15 ml of water, and 0.147 g (3.70 mmol) of NaOH was added. The mixture was stirred for 12 hours at RT and concentrated completely. The residue was taken up in water and 6 N HCl was added. The precipitate which had formed was filtered off with suction and dried. 2,4-dibromo-3-(aminocarbonyl-methoxy)benzoic acid was obtained as a white solid.

Workup

  1. concentrationconcentrated completely
  2. addition6 N HCl was added
  3. customThe precipitate which had formed
  4. filtrationwas filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-c17f9af25bf04787b993a9b8dc638587
Source dataset
uspto-grants-2004_08
Patent number
US06774086B2

Reaction notes

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