Hydrazine hydrate (1:1) → 7-Aminohept-5-ynoic Acid

HRID 358620Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 358620
O.NN.C1(=O)[N:8]([CH2:9][C:10]#[C:11][CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])C(=O)C2=CC=CC=C12>C(O)C>[NH2:8][CH2:9][C:10]#[C:11][CH2:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16]

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 154705147-Phthalimidohept-5-ynoic Acid

Produkt 1

HCID 200669627-Aminohept-5-ynoic AcidAusbeute 66,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

Hydrazine hydrate (0.1 ml) was added to a solution of 7-phthalimidohept-5-ynoic acid (0.55 g) in ethanol (25 ml). The mixture was refluxed for 3.5 hours and then the solvent was removed under reduced pressure. The residue was suspended in water (20 ml), the pH of the solution was adjusted to 5, and the solid was collected by filtration. The filtrate was evaporated to dryness and the residue was extracted with ethanol (3×5 ml). The ethanol extracts were cooled (5° C.) and the resulting precipitate was collected to give the title compound (0.19 g) m.p. 180°-183° C.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 3.5 hours
  2. customthe solvent was removed under reduced pressure
  3. filtrationthe solid was collected by filtration
  4. customThe filtrate was evaporated to dryness
  5. extractionthe residue was extracted with ethanol (3×5 ml)
  6. customthe resulting precipitate was collected

Quellen und Nachweise

ORD-Eintrag
ord-f3efc93560af4e3485c6e2496ad49052
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04997847

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