Water → HCID 12832894, compound

HRID 2286126Notes

Reaction equation

HRID 2286126 reaction equation
[Cl:1][C:2]1[C:3]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:16]=2[Cl:22])=[C:4]([C:11]([O:13]C)=[O:12])[NH:5][C:6]=1[C:7]([O:9]C)=[O:8].[OH-].[Na+].O>C(O)C>[Cl:1][C:2]1[C:3]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:16]=2[Cl:22])=[C:4]([C:11]([OH:13])=[O:12])[NH:5][C:6]=1[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 12832893HCID 12832893, compound

Product 1

HCID 12832894HCID 12832894, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

The mixture of 1 g of dimethyl 4-chloro-3-(2,3-dichlorophenyl)pyrol-2,5-dicarboxylate, 1 g of sodium hydroxide, 30 ml of ethanol and 18 ml of water was heated for 90 minutes under reflux. After the reaction, ethanol was removed by distillation under reduced pressure and the residue was washed with ether. The aqueous layer was acidified with hydrochloric acid, and then extracted with ethyl acetate. The ethyl acetate layer was washed with water, dehydrated and evaporated to dryness under reduced pressure to obtain 0.93 g of 4-chloro-3-(2,3-dichlorophenyl)pyrol-2,5-dicarboxylic acid (white crystal, d.p. 273° C.).

Workup

  1. temperaturewas heated for 90 minutes
  2. temperatureunder reflux
  3. customwas removed by distillation under reduced pressure
  4. washthe residue was washed with ether
  5. extractionextracted with ethyl acetate
  6. washThe ethyl acetate layer was washed with water
  7. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-ab3ffeb2cb274d24a7be725d0a3cc2ee
Source dataset
uspto-grants-1982_04
Patent number
US04326881

Reaction notes

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