Fluoride Ion → 5-Ethynyl-4-methyl-3-nitro-2-pyridone

HRID 1005406

Reaktionsgleichung

Reaktionsgleichung von HRID 1005406
C[Si]([C:5]#[C:6][C:7]1[C:8]([CH3:17])=[C:9]([N+:14]([O-:16])=[O:15])[C:10](=[O:13])[NH:11][CH:12]=1)(C)C.[F-]>C1COCC1.C(OCC)(=O)C>[C:6]([C:7]1[C:8]([CH3:17])=[C:9]([N+:14]([O-:16])=[O:15])[C:10](=[O:13])[NH:11][CH:12]=1)#[CH:5]

Komponenten

5

Edukt 2

HCID 28179Fluoride IonHCID 217064915-Trimethylsilylethynyl-4-methyl-3-nitro-2-pyridone

Produkt 1

HCID 217064835-Ethynyl-4-methyl-3-nitro-2-pyridoneAusbeute 37,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a stirred solution of 5-trimethylsilylethynyl-4-methyl-3-nitro-2-pyridone (1.0 g, 2.7 mmol) in THF (10 mL) was added tetrabutylammoniun fluoride (1M in THF, 2 mL). After 30 minutes the mixture was diluted with ethyl acetate, washed with water, dried, filtered and evaporated. Chromatography of the residue over silica gel (40% ethyl acetate/hexane) gave 5-ethynyl-4-methyl-3-nitro-2-pyridone (0.18 g, 22%).

Aufarbeitung

  1. washwashed with water
  2. customdried
  3. filtrationfiltered
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-e21dd54687e843a3a0923dcf3b01c75e
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06054470

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