Methanol → 6-Amino-5-Fluoro-2-Methylbenzoxazole

HRID 9869Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 9869
[F:1][C:2]1[C:3]([N+:12]([O-])=O)=[CH:4][C:5]2[O:9][C:8]([CH3:10])=[N:7][C:6]=2[CH:11]=1.CO>O1CCCC1>[NH2:12][C:3]1[C:2]([F:1])=[CH:11][C:6]2[N:7]=[C:8]([CH3:10])[O:9][C:5]=2[CH:4]=1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 136277005-Fluoro-2-methyl-6-nitro-1,3-benzoxazole

Produkt 1

HCID 219887666-Amino-5-Fluoro-2-Methylbenzoxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-Fluoro-2-methyl-6-nitrobenzoxazole (16 g, 81.57 mMole), was dissolved in tetrahydrofuran (150 mL), and methanol (50 mL). Raney-Nickel which had been pre-washed with water (×3) and tetrahydrofuran (×3), was added and the mixture was then hydrogenated at room temperature and 50 psi of hydrogen. The reaction is complete in approximately 1.5 hours. After this period, the catalyst is filtered off and the solution concentrated under reduced pressure. The residue is triturated with heptane, cooled and the solid filtered off. Yield 12 g.

Aufarbeitung

  1. washRaney-Nickel which had been pre-washed with water (×3) and tetrahydrofuran (×3)
  2. additionwas added
  3. customwas then hydrogenated at room temperature
  4. waitAfter this period
  5. filtrationthe catalyst is filtered off
  6. concentrationthe solution concentrated under reduced pressure
  7. customThe residue is triturated with heptane
  8. temperaturecooled
  9. filtrationthe solid filtered off

Quellen und Nachweise

ORD-Eintrag
ord-0a44cb302d4a4d1a9a9ef3a7c37ee2cb
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091361B2

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