Sodium Hydroxide → 5-[5-(5-Chloro-2-hydroxy-phenyl)-isoxazol-3-yl]-pentanoic acid disodium salt

HRID 1616608Notes

Reaction equation

HRID 1616608 reaction equation
[OH-].[Na+:2].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([OH:22])=[C:8]([C:10]2[O:14][N:13]=[C:12]([CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH:11]=2)[CH:9]=1>O>[Na+:2].[Na+:2].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([OH:22])=[C:8]([C:10]2[O:14][N:13]=[C:12]([CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O-:21])=[O:20])[CH:11]=2)[CH:9]=1.[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([OH:22])=[C:8]([C:10]2[O:14][N:13]=[C:12]([CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O-:21])=[O:20])[CH:11]=2)[CH:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 1362065305-[5-(5-Chloro-2-hydroxy-phenyl)-isoxazol-3-yl]-pentanoic acid

Product 1

HCID 1372278255-[5-(5-Chloro-2-hydroxy-phenyl)-isoxazol-3-yl]-pentanoic acid disodium saltYield 107.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Add a solution of NaOH (739 mg, 18.5 mmol) in water (3 mL) to a suspension of 5-[5-(5-chloro-2-hydroxy-phenyl)-isoxazol-3-yl]-pentanoic acid (2.73 g, 9.23 mmol) in water (5 mL) and stir at room temperature. Heat to 55° C. for 1 hour, filter hot solution, concentrate, place in 50-60° C. vacuum oven for 2 days. Scrape and crush solids, place in 50-60° C. vacuum oven overnight to afford the title compound (3.14 g, 100%). MS (IS) 296 (M+1)+.

Workup

  1. temperatureHeat to 55° C. for 1 hour
  2. filtrationfilter hot solution
  3. concentrationconcentrate
  4. customScrape and crush solids, place in 50-60° C. vacuum oven overnight

Sources & evidence

ORD record
ord-ff29cf2304874deb966b929e16170a01
Source dataset
uspto-grants-2014_07
Patent number
US08765796B2

Reaction notes

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