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

HRID 585326Notes

Reaction equation

HRID 585326 reaction equation
[Br:1][C:2]1[C:12]([O:13][CH2:14][C:15]([CH2:17][CH3:18])=[O:16])=[C:11]([Br:19])[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]([CH2:17][CH3:18])=[O:16])=[C:11]([Br:19])[CH:10]=[CH:9][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22340637Ethyl 2,4-dibromo-3-(ethylcarbonylmethoxy)benzoate

Product 1

HCID 223406262,4-Dibromo-3-(ethylcarbonylmethoxy)benzoic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.280 g (3.20 mmol) of ethyl 2,4-dibromo-3-(ethylcarbonylmethoxy)benzoate were dissolved in 15 ml of THF and 15 ml of water, and 0.143 g (3.6 mmol) of NaOH was added. The mixture was stirred at RT for 12 h and then evaporated to dryness. The residue was taken up in water, and 6 N HCl was added. The resulting precipitate was filtered off with suction and dried. This gave 2,4-dibromo-3-(ethylcarbonylmethoxy)benzoic acid in the form of a white solid.

Workup

  1. customevaporated to dryness
  2. addition6 N HCl was added
  3. filtrationThe resulting precipitate was filtered off with suction
  4. customdried

Sources & evidence

ORD record
ord-18e9cdd5b8784b7fa7075667cef17e09
Source dataset
uspto-grants-2005_08
Patent number
US06930208B2

Reaction notes

Loading…