Hydrochloric Acid → Methyl 4,5-dichloro-3-hydroxythiophene-2-carboxylate

HRID 1200105Notes

Reaction equation

HRID 1200105 reaction equation
[ClH:1].Cl[C:3]1([C:10]([O:12][CH3:13])=[O:11])[C:7](=[O:8])[C:6]([Cl:9])=[CH:5][S:4]1>C(O)(=O)C>[Cl:9][C:6]1[C:7]([OH:8])=[C:3]([C:10]([O:12][CH3:13])=[O:11])[S:4][C:5]=1[Cl:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15588103HCID 15588103, compound

Product 1

HCID 54706807Methyl 4,5-dichloro-3-hydroxythiophene-2-carboxylate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Dry hydrogen chloride gas was bubbled into a solution of crude 2,4-dichloro-2-methoxycarbonylthiophen-3(2H)-one (6.8 g, 30 mmol) in acetic acid (30 ml) until saturated. The mixture was allowed to stand for 2 days, concentrated under reduced pressure and the precipitate filtered and recrystallised from methanol, m.p. 107°-108° C.

Workup

  1. concentrationconcentrated under reduced pressure
  2. filtrationthe precipitate filtered
  3. customrecrystallised from methanol, m.p. 107°-108° C.

Sources & evidence

ORD record
ord-1274e401e5b042918c0038b03a56a2a9
Source dataset
uspto-grants-1990_02
Patent number
US04904686

Reaction notes

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