Hydrochloric Acid → HCID 12282383, compound

HRID 1166218Notes

Reaction equation

HRID 1166218 reaction equation
C([O:3][C:4](=[O:14])[C:5]([C:7]1[CH:11]=[C:10]([Cl:12])[S:9][C:8]=1[Cl:13])=[O:6])C.[OH-].[Na+].Cl>O>[Cl:13][C:8]1[S:9][C:10]([Cl:12])=[CH:11][C:7]=1[C:5](=[O:6])[C:4]([OH:14])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 4962675Ethyl (2,5-dichlorothiophen-3-yl)(oxo)acetate

Product 1

HCID 12282383HCID 12282383, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(2,5-Dichlorothiophen-3-yl)-oxo-acetic acid ethyl ester (4.51 g, 17.8 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 provide (2,5-dichlorothiophen-3-yl)-oxo-acetic acid (3.90 g, 97%). MS (M−H)−: 223.02; 1H NMR (300 MHz, DMSO-d6) δ7.54 (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-cbacf79e61ed41bbb3ca49ae0eee5d16
Source dataset
uspto-grants-2003_09
Patent number
US06613786B2

Reaction notes

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