HCID 13079820, compound → HCID 13079828, compound

HRID 2418644Notes

Reaction equation

HRID 2418644 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:15]([O:17]CC)=[O:16])[C:11]([CH3:14])=[N:12][CH:13]=2)=[CH:4][CH:3]=1>[OH-].[Na+].C(O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:15]([OH:17])=[O:16])[C:11]([CH3:14])=[N:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 1

HCID 13079820HCID 13079820, compound

Product 1

HCID 13079828HCID 13079828, compoundYield 93.2%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

5-(p-Chlorophenyl)-2-methyl-3-ethoxycarbonylpyridine (25 g) was suspended in sodium hydroxide (3.99 g) in ethanol (100 ml) and water (50 ml). Stirring at room temperature for 3 hours gave a solution which was concentrated to dryness. The residue was dissolved in water and the solution washed with ethyl acetate; its pH was then brought to 5. The product which precipitated was collected, washed well with water and then with acetone and then dried to give the title compound (20.94 g), m.p. 297°-300° (dec).

Workup

  1. customgave a solution which
  2. concentrationwas concentrated to dryness
  3. dissolutionThe residue was dissolved in water
  4. washthe solution washed with ethyl acetate
  5. customThe product which precipitated
  6. customwas collected
  7. washwashed well with water
  8. dry with materialwith acetone and then dried

Sources & evidence

ORD record
ord-cbcd9503bdda4ba4a9127ccdf6ba43fd
Source dataset
uspto-grants-1984_09
Patent number
US04473395

Reaction notes

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