Methanol → Quizalofop

HRID 1534310

Reaktionsgleichung

Reaktionsgleichung von HRID 1534310
CO.[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([O:14][C:15]1[CH:27]=[CH:26][C:18]([O:19][CH:20]([CH3:25])[C:21]([O:23]C)=[O:22])=[CH:17][CH:16]=1)[CH:8]=[N:7]2.[OH-].[Na+]>O1CCCC1>[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([O:14][C:15]1[CH:16]=[CH:17][C:18]([O:19][CH:20]([CH3:25])[C:21]([OH:23])=[O:22])=[CH:26][CH:27]=1)[CH:8]=[N:7]2

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 187101Quizalofop-methyl

Produkt 1

HCID 178795QuizalofopAusbeute 76,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Into a mixture of methanol (10 ml) and tetrahydrofuran (14 ml), methyl 2-[4-(6-chloro-2-quinoxalinyloxy)phenoxy]propionate (0.6 g) was dissolved, and lN sodium hydroxide solution (2.5 ml) was added thereto. The reaction was carried out at room temperature while stirring for 2 hours. After removal of methanol and tetrahydrofuran by distillation, the aqueous layer was washed with dichloromethane (1 ml), made acidic with conc. hydrochloric acid and extracted with ethyl acetate. The extract was concentrated to remove ethyl acetate to give 2-[4-(6-chloro-2-quinoxalinyloxy)phenoxy]propionic acid (0.44 g). Yield, 76%.

Aufarbeitung

  1. dissolutionwas dissolved
  2. customwas carried out at room temperature
  3. customAfter removal of methanol and tetrahydrofuran
  4. distillationby distillation
  5. washthe aqueous layer was washed with dichloromethane (1 ml)
  6. extractionextracted with ethyl acetate
  7. concentrationThe extract was concentrated
  8. customto remove ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-f86923cfcf2f4d39857ee1f34d5789d9
Quelldatensatz
uspto-grants-1992_02
Patentnummer
US05089043

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