Sodium Hydroxide → HCID 10889933, compound

HRID 2307370Notes

Reaction equation

HRID 2307370 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-c59acdbe683f4014bd4e6ffa205ff2aa
Source dataset
uspto-grants-2004_12
Patent number
US06831079B1

Reaction notes

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