Hydrochloric Acid → HCID 22997611, compound

HRID 1166208Notes

Reaction equation

HRID 1166208 reaction equation
C([O:3][C:4](=[O:14])[C:5]([C:7]1[S:8][CH:9]=[C:10]([Br:13])[C:11]=1[Br:12])=[O:6])C.[OH-].[Na+].Cl>O>[Br:12][C:11]1[C:10]([Br:13])=[CH:9][S:8][C:7]=1[C:5](=[O:6])[C:4]([OH:14])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69968255HCID 69968255, compound

Product 1

HCID 22997611HCID 22997611, compoundYield 50.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(3,4-Dibromothiophen-2-yl)-oxo-acetic acid ethyl ester (6.84 g, 20 mmol) was stirred in a mixture of 100 ml water and 10 N NaOH (10 ml, 100 mmol) at room temperature for 20 hours. The reaction mixture was then acidified with 3N HCl, and extracted with ethyl acetate (3×50 ml). The combined ethyl acetate extracts were dried over Na2SO4 and concentrated under vacuum to yield (3,4-dibromothiophen-2-yl)-oxo-acetic acid (3.15 g, 50%). MS (M−H)−: 312.74; 1H NMR (300 MHz, DMSO-d6) δ8.45 (1H, s).

Workup

  1. extractionextracted with ethyl acetate (3×50 ml)
  2. dry with materialThe combined ethyl acetate extracts were dried over Na2SO4
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-ad5b89dd06294bbbb38564a0e33f79cb
Source dataset
uspto-grants-2003_09
Patent number
US06613786B2

Reaction notes

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