Sodium Hydroxide → HCID 17859211, compound

HRID 1372772Notes

Reaction equation

HRID 1372772 reaction equation
[F:1][C:2]1[C:10]2[O:9][C:8]([N:11]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[CH2:13][CH2:12]3)=[N:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:20][C:21]([O:23]C)=[O:22].[OH-].[Na+]>C1COCC1.CO>[F:1][C:2]1[C:10]2[O:9][C:8]([N:11]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[CH2:13][CH2:12]3)=[N:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:20][C:21]([OH:23])=[O:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58778530HCID 58778530, compound

Product 1

HCID 17859211HCID 17859211, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To methyl (7-fluoro-2-(1-indolinyl)-6-benzoxazolyl)acetate (330 mg, 1.01 mmol) were added THF/methanol (2:1, 12 ml) and 1N NaOH (4 ml). After stirring at room temperature for 14 hours, the reaction mixture was distilled under reduced pressure to remove the solvent. The residue was acidified with 1N HCl. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give (7-fluoro-2-(1-indolinyl)-6-benzoxazolyl)acetic acid (284 mg, 90%) as a pale brown solid.

Workup

  1. distillationthe reaction mixture was distilled under reduced pressure
  2. customto remove the solvent
  3. customThe crystals thus precipitated
  4. filtrationwere collected by filtration under reduced pressure
  5. washwashed with water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-29a5ca4daffa4ac992e70a4a3d4cf3eb
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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