Sodium Hydroxide → (2-(4-Fluoro-2-methylphenylamino)-7-fluoro-6-benzoxazolyl)acetic acid

HRID 1372647Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1372647
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[O:10][C:11]3[C:17]([F:18])=[C:16]([CH2:19][C:20]([O:22]C)=[O:21])[CH:15]=[CH:14][C:12]=3[N:13]=2)=[C:4]([CH3:24])[CH:3]=1.[OH-].[Na+]>C1COCC1.CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[O:10][C:11]3[C:17]([F:18])=[C:16]([CH2:19][C:20]([OH:22])=[O:21])[CH:15]=[CH:14][C:12]=3[N:13]=2)=[C:4]([CH3:24])[CH:3]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 58778975Methyl (2-(4-fluoro-2-methylphenylamino)-7-fluoro-6-benzoxazolyl)acetate

Produkt 1

HCID 17859146(2-(4-Fluoro-2-methylphenylamino)-7-fluoro-6-benzoxazolyl)acetic acidAusbeute 109,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899815MeOH tetrahydrofuranLösungsmittel

Versuchsvorschrift

In THF/methanol (2:1, v/v, 120 ml) was dissolved methyl (2-(4-fluoro-2-methylphenylamino)-7-fluoro-6-benzoxazolyl)acetate (1.32 g, 3.97 mmol). To the resulting solution was added 1N NaOH (40 ml). After stirring at room temperature for 12 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 (2-(4-fluoro-2-methylphenylamino)-7-fluoro-6-benzoxazolyl)acetic acid (1.38 g, 100%) as a colorless solid.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-de0275cc87394541807685925831e4da
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07157487B2

Notizen zur Reaktion

Wird geladen…