Sodium Carbonate → HCID 13502279, compound

HRID 543118Notes

Reaction equation

HRID 543118 reaction equation
Cl[CH:2]([C:7]([C:9]1[CH:14]=[C:13]([Cl:15])[C:12]([CH3:16])=[C:11]([Cl:17])[CH:10]=1)=[O:8])[CH2:3][C:4]([OH:6])=[O:5].C(=O)([O-])[O-:19].[Na+].[Na+]>Cl>[Cl:17][C:11]1[CH:10]=[C:9]([C:7](=[O:8])[CH:2]([OH:19])[CH2:3][C:4]([OH:6])=[O:5])[CH:14]=[C:13]([Cl:15])[C:12]=1[CH3:16]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 20205798HCID 20205798, compound

Product 1

HCID 13502279HCID 13502279, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2.96 g of 3-chloro-4-(3,5-dichloro-4-methylphenyl)-4-oxobutyric acid were added to 300 ml of a 10% w/v aqueous solution of sodium carbonate, and then the resulting mixture was stirred at room temperature for 3 hours. The reaction mixture was periodically checked by thin layer chromatography and, when the spot due to the starting material had disappeared, the mixture was poured into a mixture of 500 g of crushed ice and 50 ml of concentrated hydrochloric acid. It was then extracted with diethyl ether. The ethereal extract was dried over anhydrous sodium sulfate and the solvent was then distilled off. There were obtained 2.65 g (yield 96%) of the title compound in an impure form. To this material was added a small amount of benzene, and then hexane, yielding 1.28 g (yield 46%) of the title compound in the form of pure crystals, melting at 114.5°-117.5° C.

Workup

  1. extractionIt was then extracted with diethyl ether
  2. extractionThe ethereal extract
  3. dry with materialwas dried over anhydrous sodium sulfate
  4. distillationthe solvent was then distilled off

Sources & evidence

ORD record
ord-bf10d71c755241858bf58acd0c0bf2c6
Source dataset
uspto-grants-1987_04
Patent number
US04661486

Reaction notes

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