Hydrochloric Acid → HCID 21483921, compound

HRID 1415197Notes

Reaction equation

HRID 1415197 reaction equation
[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([O:16][CH3:17])[CH:12]=[CH:11][C:3]=1[C:4]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])=O.Cl>O.[Zn]>[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([O:16][CH3:17])[CH:12]=[CH:11][C:3]=1[CH2:4][CH2:6][CH2:7][C:8]([OH:10])=[O:9]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 21483923HCID 21483923, compound

Product 1

HCID 21483921HCID 21483921, compoundYield 87.4%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 962WaterSolvent

Procedure

A mixture of 3-(2,3-dichloro-4-methoxybenzoyl)-propionic acid (125 g.), 0.45 mole), amalgamated zinc (500 g.) and 12 N HCl (600 ml.) is stirred at 20°-25° C. for two hours and then refluxed for 16 hours. An additional 100 ml. of 12 N HCl is added and refluxing is continued for five hours. The mixture then is cooled and diluted with water (2 l.). The product is extracted with chloroform. The extract is washed with water and dried over sodium sulfate and evaporated. The residue is crystallized from ethanol-water (1:1) to obtain 4-(2,3-dichloro-4-methoxyphenyl)butyric acid (103.7 g.), melting point 120°-123° C.

Workup

  1. temperaturerefluxed for 16 hours
  2. temperaturerefluxing
  3. waitis continued for five hours
  4. temperatureThe mixture then is cooled
  5. extractionThe product is extracted with chloroform
  6. washThe extract is washed with water
  7. dry with materialdried over sodium sulfate
  8. customevaporated
  9. customThe residue is crystallized from ethanol-water (1:1)

Sources & evidence

ORD record
ord-210d6dbc277d49628c4112985ae3908e
Source dataset
uspto-grants-1977_01
Patent number
US04003927

Reaction notes

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