Hydrochloric Acid → Ethyl 2-thiopheneglyoxylate

HRID 2229481Notes

Reaction equation

HRID 2229481 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([OH:9])=[O:8].Cl.[CH2:12](O)[CH3:13]>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:10])[C:7]([O:9][CH2:12][CH3:13])=[O:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 776942-Thiopheneglyoxylic acid

Product 1

HCID 77693Ethyl 2-thiopheneglyoxylate

Procedure

Thiophene-2-glyoxylic acid (2 g, 12.8 mmol) was added to anhydrous ethanol (100 ml) which was saturated with HCl by bubbling HCl gas for 2 min. The resulting mixture was stirred at room temperature. overnight. TLC showed the reaction was complete. Solvent was removed and the residue was purified by chromatography over silica gel eluting with ethyl acetate/hexane 10:90 to give ethyl thiophene-2-glyoxylate (1.5 g).

Workup

  1. customby bubbling HCl gas for 2 min
  2. customovernight
  3. customSolvent was removed
  4. customthe residue was purified by chromatography over silica gel eluting with ethyl acetate/hexane 10:90

Sources & evidence

ORD record
ord-44963d42704f4ed8b6dee040487fc410
Source dataset
uspto-grants-2002_07
Patent number
US06420418B1

Reaction notes

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