Acetic Acid → HCID 22997643, compound

HRID 1166206Notes

Reaction equation

HRID 1166206 reaction equation
C([O:3][C:4](=[O:14])[C:5]([C:7]1[S:8][C:9]([Br:13])=[C:10]([Br:12])[CH:11]=1)=[O:6])C.[OH-].[Na+].C(O)(=O)C>O>[Br:12][C:10]1[CH:11]=[C:7]([C:5](=[O:6])[C:4]([OH:14])=[O:3])[S:8][C:9]=1[Br:13]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 69968499HCID 69968499, compound

Product 1

HCID 22997643HCID 22997643, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(4,5-Dibromothiophen-2-yl)-oxo-acetic acid ethyl ester (1.00 g, 2.92 mmol) was stirred in a mixture of 5 ml water and 1 N NaOH (3.65 ml, 3.65 mmol) at room temperature for 2 hours. The reaction was then poured into 2 N acetic acid, and extracted into 100 ml ethyl acetate. The ethyl acetate layer was dried over Na2SO4 and concentrated under vacuum to provide (4,5-dibromothiophen-2-yl)-oxo-acetic acid (788 mg, 86%). MS (M−H)−: 312.73; 1H NMR (300 MHz, DMSO-d6) δ7.98 (s).

Workup

  1. extractionextracted into 100 ml ethyl acetate
  2. dry with materialThe ethyl acetate layer was dried over Na2SO4
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-7a0f327b02d84f43ace9afb683340c0d
Source dataset
uspto-grants-2003_09
Patent number
US06613786B2

Reaction notes

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