Hydrochloric Acid → 4-Hydrazinyl-1-methylpiperidine

HRID 2109261Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2109261
B.[CH3:2][N:3]1[CH2:8][CH2:7][C:6](=[N:9][NH:10]C(OC(C)(C)C)=O)[CH2:5][CH2:4]1.Cl>C1COCC1>[CH3:2][N:3]1[CH2:8][CH2:7][CH:6]([NH:9][NH2:10])[CH2:5][CH2:4]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 21097379Tert-butyl 2-(1-methylpiperidin-4-ylidene)hydrazinecarboxylate

Produkt 1

HCID 109205354-Hydrazinyl-1-methylpiperidineAusbeute 81,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A solution of 1 M borane in THF (30 mL) was added to solid 2.80 g (12.3 mmol) of tert-butyl N′-(1-Methyl-piperidin-4-ylidene)-hydrazinecarboxylate. The mixture was stirred under N2 for 16 h when 40 mL of 6M HCl was carefully added. The mixture was heated to 60° C. for 30 min. The mixture was concentrated in vacuo at ambient temperature for 2 days. Petroleum ether (200 mL) and powdered NaOH (5 g) were added, and the mixture was stirred manually for 30 min. The mixture was dried with MgSO4, filtered, and carefully concentrated to give 1.3 g of (1-methyl-piperidin-4-yl)-hydrazine.

Aufarbeitung

  1. additionwas carefully added
  2. concentrationThe mixture was concentrated in vacuo at ambient temperature for 2 days
  3. additionPetroleum ether (200 mL) and powdered NaOH (5 g) were added
  4. dry with materialThe mixture was dried with MgSO4
  5. filtrationfiltered
  6. concentrationcarefully concentrated

Quellen und Nachweise

ORD-Eintrag
ord-7b6ff192016d496fbf220b53c76b1f33
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07514458B2

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