Ethanol → Ethyl 5-methylisoxazole-4-carboxylate

HRID 329778Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 329778
Cl.[NH2:2]O.[OH-].[Na+].C(OC=C[C:11](=O)[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])C.NO.[CH2:21]([OH:23])[CH3:22]>O>[CH3:22][C:21]1[O:23][N:2]=[CH:11][C:12]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

Komponenten

7

Edukt 5

HCID 702Ethanol2×HCID 787HydroxylamineHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 54463595Ethyl ethoxymethyleneacetoacetate

Produkt 1

HCID 7009317Ethyl 5-methylisoxazole-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

Hydroxylamine hydrochloride (52.6 g) was dissolved in water (150 ml) and stirred while an ice-cold solution of sodium hydroxide (30.28 g) in water (100 ml) was added. This solution was stirred for 15 minutes then absolute ethanol (600 ml) added and the solution stirred for a further 15 minutes. Ethyl ethoxymethyleneacetoacetate (128 g) was dissolved in absolute ethanol (100 ml) and added to the hydroxylamine solution. After stirring for 30 hours the solvents were removed on a rotary evaporator (bath at 45° C.). The clear oil was distilled at reduced pressure through a 15 cm Vigreaux column. Product collected as a clear oil at 50°-54° C./0.5 mm Hg.

Aufarbeitung

  1. additionwas added
  2. stirringthe solution stirred for a further 15 minutes
  3. stirringAfter stirring for 30 hours the solvents
  4. customwere removed on a rotary evaporator (bath at 45° C.)
  5. distillationThe clear oil was distilled at reduced pressure through a 15 cm Vigreaux column
  6. customProduct collected as a clear oil at 50°-54° C./0.5 mm Hg

Quellen und Nachweise

ORD-Eintrag
ord-cda71459fbe04a208c42c0e26b0d78c1
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04892963

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