Sodium Hydroxide → HCID 26597974, compound

HRID 1422839Notes

Reaction equation

HRID 1422839 reaction equation
C[O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]2[N:12]=[N:13][C:14]([Cl:17])=[CH:15][CH:16]=2)[CH:5]=1.[OH-].[Na+]>CO.C1COCC1.O>[Cl:17][C:14]1[N:13]=[N:12][C:11]([O:10][C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=2)[C:3]([OH:18])=[O:2])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86657560HCID 86657560, compound

Product 1

HCID 26597974HCID 26597974, compoundYield 64.3%

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A mixture of 3-(6-chloro-pyridazin-3-yloxy)-benzoic acid methyl ester (950 g, 3.6 mmol) and NaOH (700 mg, 16 mmol) in methanol:THF:water (1:1:1, 6 mL) was stirred at room temperature for 8 h, solvents were evaporated. Crude mass was taken in water (40 mL), acidified to pH 4.0 and extracted with ethyl acetate. Evaporation of ethyl acetate furnished 3-(6-chloro-pyridazin-3-yloxy)-benzoic acid (580 mg).

Workup

  1. customsolvents were evaporated
  2. extractionextracted with ethyl acetate
  3. customEvaporation of ethyl acetate

Sources & evidence

ORD record
ord-e13bda9223d2491da1f95fea5cf2ae37
Source dataset
uspto-grants-2015_01
Patent number
US08927549B2

Reaction notes

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