ethyl 6-(2-chlorophenyl)-4-oxo-4H-pyran-2-carboxylate → 6-(2-Chlorophenyl)-4-oxo-4H-pyran-2-carboxylic acid

HRID 2417939Notes

Reaction equation

HRID 2417939 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:13][C:12]([C:14]([O:16]CC)=[O:15])=[CH:11][C:10](=[O:19])[CH:9]=1>Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:13][C:12]([C:14]([OH:16])=[O:15])=[CH:11][C:10](=[O:19])[CH:9]=1

Participants

3

Reactant 1

HCID 15578372ethyl 6-(2-chlorophenyl)-4-oxo-4H-pyran-2-carboxylate

Product 1

HCID 155783816-(2-Chlorophenyl)-4-oxo-4H-pyran-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of ethyl 6-(2-chlorophenyl)-4-oxo-4H-pyran-2-carboxylate (3.9 g) and concentrated hydrochloric acid (40 ml) was heated under reflux for 2 hours. The reactant dissolved on warming and a solid began to precipitate. Water (40 ml) was added to the cooled mixture and the resulting buff solid yielded the title product as off-white needles (mp 241°-246° C. with decomposition).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. dissolutionThe reactant dissolved
  4. temperatureon warming
  5. customto precipitate
  6. additionWater (40 ml) was added to the cooled mixture

Sources & evidence

ORD record
ord-c9734c5005314a22aaaff74f898c489a
Source dataset
uspto-grants-1984_09
Patent number
US04471129

Reaction notes

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