Sodium Hydroxide → HCID 68490701, compound

HRID 1616620Notes

Reaction equation

HRID 1616620 reaction equation
[OH-].[Na+:2].[OH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[N:11]=[C:12]([CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[O:13][CH:14]=1>O>[Na+:2].[Na+:2].[OH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[N:11]=[C:12]([CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O-:21])=[O:20])[O:13][CH:14]=1.[OH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[N:11]=[C:12]([CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O-:21])=[O:20])[O:13][CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11594109HCID 11594109, compound

Product 1

HCID 68490701HCID 68490701, compoundYield 107.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Add a solution of NaOH (1.15 g, 28.75 mmol) in water (5 mL) to a suspension of 5-[4-(2-hydroxy-phenyl)-oxazol-2-yl]-pentanoic acid (compound of Example 6, 3.76 g, 14.38 mmol) in water (30 mL) and stir at room temperature. Heat to 50° C. for 1 h, filter hot solution, concentrate, place in 50-60° C. vacuum oven overnight Scrape and crush solids, place in 50-60° C. vacuum oven for 60 hours to afford the title compound (4.39 g, 100%). MS (IS) 260 (M−1)−.

Workup

  1. temperatureHeat to 50° C. for 1 h
  2. filtrationfilter hot solution
  3. concentrationconcentrate
  4. customplace in 50-60° C. vacuum oven overnight Scrape and crush solids, place in 50-60° C. vacuum oven for 60 hours

Sources & evidence

ORD record
ord-f8fd986ae56d4db3a0ba2ab39bdb8e8a
Source dataset
uspto-grants-2014_07
Patent number
US08765796B2

Reaction notes

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