Acetic Anhydride → 2-(p-Fluorobenzoyl)-3-methoxycrotononitrile

HRID 128168

Reaktionsgleichung

Reaktionsgleichung von HRID 128168
[F:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([CH2:8][C:9]#[N:10])=[O:7])=[CH:4][CH:3]=1.[C:13](OC)(OC)([O:15][CH3:16])[CH3:14].C(OC(=O)C)(=O)C>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6](/[C:8](=[C:13](/[O:15][CH3:16])\[CH3:14])/[C:9]#[N:10])=[O:7])=[CH:11][CH:12]=1

Komponenten

4

Edukt 3

HCID 7918Acetic AnhydrideHCID 15050Trimethyl orthoacetateHCID 2783172p-Fluorobenzoylacetonitrile

Produkt 1

HCID 234685082-(p-Fluorobenzoyl)-3-methoxycrotononitrile

Versuchsvorschrift

A solution containing 55.8 g. (0.34 mole) of p-fluorobenzoylacetonitrile, 41 g. (0.34 mole) of trimethyl orthoacetate, and 90 g. (0.88 mole) of acetic anhydride is heated to reflux for 5 hours. The excess solvent and volatile by-products are then removed by vacuum distillation and the residue is recrystallized from diethyl ether. Alternatively, the distillation residue may be distilled over on a Kugelrohr apparatus at 160° C./0.25 mm. to provide a viscous oil which may be crystallized from diethyl ether to provide the pure title compound.

Aufarbeitung

  1. additionA solution containing 55.8 g
  2. temperatureto reflux for 5 hours
  3. customThe excess solvent and volatile by-products are then removed by vacuum distillation
  4. customthe residue is recrystallized from diethyl ether
  5. distillationAlternatively, the distillation residue may be distilled over on a Kugelrohr apparatus at 160° C./0.25 mm
  6. customto provide a viscous oil which
  7. custommay be crystallized from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-717749a389014f1390c6bee092a2ee54
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04259256

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