Sodium Hydroxide → HCID 17859156, compound

HRID 1372634Notes

Reaction equation

HRID 1372634 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[O:10][C:11]2[C:17]([F:18])=[C:16]([CH2:19][C:20]([O:22]C)=[O:21])[CH:15]=[CH:14][C:12]=2[N:13]=1.[OH-].[Na+]>C1COCC1.CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[O:10][C:11]2[C:17]([F:18])=[C:16]([CH2:19][C:20]([OH:22])=[O:21])[CH:15]=[CH:14][C:12]=2[N:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58779094HCID 58779094, compound

Product 1

HCID 17859156HCID 17859156, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

Methyl 2-(2-chlorophenyl)amino-7-fluoro-6-benzoxazolylacetate (2.12 g, 6.33 mmol) was dissolved in THF/methanol (2:1, 90 ml). To the resulting solution was added 1N NaOH (30 ml) and the mixture was stirred at room temperature for 3.5 hours. The solvent was distilled off under reduced pressure. The residue was acidified with 1N hydrochloric acid. The crystals thus precipitated were collected by filtration, washed with water and dried under reduced pressure, whereby 2-(2-chlorophenyl)amino-7-fluoro-6-benzoxazolylacetic acid (1.83 g, 90%) was obtained as a colorless solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customThe crystals thus precipitated
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-a832a0f7eede4123849e21bb3b4e513b
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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