Sodium Hydroxide → HCID 17859292, compound

HRID 1372598Notes

Reaction equation

HRID 1372598 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([O:20]CC)=[O:19])=[CH:13][CH:12]=1.[OH-].[Na+]>C1COCC1.Cl>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([OH:20])=[O:19])=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 17859023HCID 17859023, compound

Product 1

HCID 17859292HCID 17859292, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

In THF (70 mL) was dissolved ethyl 4-(2-benzoxazolylamino)phenylacetate (2.08 g, 7.02 mmol), followed by the addition of 0.25N NaOH (42.0 mL, 10.5 mmol) at room temperature. After stirring for 24 hours, the reaction mixture was poured in 1N HCl (50 ml) at 0° C. The crystals thus precipitated were collected by filtration, whereby 4-(2-benzoxazolylamino)phenylacetic acid (1.85 g, 98%) was obtained as a solid.

Workup

  1. customThe crystals thus precipitated
  2. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-55e5cf10fa534ec7bb136831607344f5
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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