Sodium Hydroxide → HCID 10889933, compound

HRID 1584641Notes

Reaction equation

HRID 1584641 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 2.5N 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-5cfa70a2808a48ae9ea3a9387c31568e
Source dataset
uspto-grants-1999_08
Patent number
US05932745

Reaction notes

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