Sodium Hydroxide → HCID 10889933, compound

HRID 1635861Notes

Reaction equation

HRID 1635861 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:16]=[CH:15][N:14]([CH3:17])[N:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:16]=[CH:15][N:14]([CH3:17])[N:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54018739HCID 54018739, compound

Product 1

HCID 10889933HCID 10889933, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 2-chloro-4-(1-methyl-1H-pyrazol-3-yl)-benzoic acid, methyl ester (6.85 g) in methanol (32 ml) was added 2.5 N sodium hydroxide solution (15.3 ml). The reaction was heated to 50° C. for one hour. The solvent was removed in vacuo, and the residue dissolved in water (250 ml), cooled in an ice bath, and acidified with 2N hydrochloric acid (24 ml). The resulting precipitate was filtered and dried to give a colorless solid (6.3 g) m.p. 232-233° C.; MS (+FAB), m/z: 236 (M+H)+.

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in water (250 ml)
  3. temperaturecooled in an ice bath
  4. filtrationThe resulting precipitate was filtered
  5. customdried

Sources & evidence

ORD record
ord-bb686d31f2ee41728d69b59ee92079c8
Source dataset
uspto-grants-2003_01
Patent number
US06511974B1

Reaction notes

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