Chloroacetic Acid → HCID 15285305, compound

HRID 128865Notes

Reaction equation

HRID 128865 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:17][CH3:18])=[C:6]([CH:16]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[Cl:15])=O.ClC[C:21]([OH:23])=[O:22]>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:17][C:18]([C:21]([OH:23])=[O:22])=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[Cl:15])[C:6]=2[CH:16]=1

Participants

4

Reactant 2

HCID 300Chloroacetic AcidHCID 18688828HCID 18688828, compound

Product 1

HCID 15285305HCID 15285305, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 4.9 g of compound G and 7.8 g of chloroacetic acid was stirred at 120° C. for 10 hours. After cooling, water was added to the reaction mixture and the precipitate formed was collected by filtration. The precipitate was dissolved in ethyl acetate and washed with water. The solution was dried over magnesium sulfate and distilled to remove the solvent. The crude product thus obtained was washed with ether to obtain 4.45 g of 5-chloro-3-(2-chlorophenyl)-1-benzothiophen-2-carboxylic acid. Yield: 83.3%.

Workup

  1. temperatureAfter cooling
  2. customthe precipitate formed
  3. filtrationwas collected by filtration
  4. dissolutionThe precipitate was dissolved in ethyl acetate
  5. washwashed with water
  6. dry with materialThe solution was dried over magnesium sulfate
  7. distillationdistilled
  8. customto remove the solvent
  9. customThe crude product thus obtained
  10. washwas washed with ether

Sources & evidence

ORD record
ord-652f32e18e334efdb2b5b32404d65992
Source dataset
uspto-grants-1995_11
Patent number
US05464863

Reaction notes

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