Hydrochloric Acid → HCID 14452587, compound

HRID 1166205Notes

Reaction equation

HRID 1166205 reaction equation
C([O:3][C:4](=[O:13])[C:5]([C:7]1[S:8][CH:9]=[CH:10][C:11]=1[Cl:12])=[O:6])C.[OH-].[Na+].Cl>O>[Cl:12][C:11]1[CH:10]=[CH:9][S:8][C:7]=1[C:5](=[O:6])[C:4]([OH:13])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14452580HCID 14452580, compound

Product 1

HCID 14452587HCID 14452587, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(3-Chlorothiophen-2-yl)-oxo-acetic acid ethyl ester (4.37 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 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 (3-chlorothiophen-2-yl)-oxo-acetic acid (3.55 g, 93%). MS (M−H)−: 188.96; 1H NMR (300 MHz, DMSO-d6) δ14.20 (1H, br s), 8.25 (1H, d, J=5.2 Hz), 7.34 (1H, d, J=5.2 Hz); IR (KBr) 3098, 1740, 1727, 1645, 1485, 1396, 1364, 1249 cm−1.

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-5cf5f34d854b4c028de3a37ec756777d
Source dataset
uspto-grants-2003_09
Patent number
US06613786B2

Reaction notes

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