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Hydrochloric Acid → 4,4-dimethyl-1,4-azasilinane hydrochloride

HRID 590539
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 590539
C([N:8]1[CH2:13][CH2:12][Si:11]([CH3:15])([CH3:14])[CH2:10][CH2:9]1)C1C=CC=CC=1.[ClH:16].C(OCC)C>C(O)C>[ClH:16].[CH3:14][Si:11]1([CH3:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 69344008HCID 69344008, Verbindung

Produkt 1

HCID 672158374,4-dimethyl-1,4-azasilinane hydrochlorideAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution of 3 (2.3 g, 10.5 mmol) in ethanol (EtOH), 6 N HCl (10.5 mmol) is added and the solvent is removed under reduced pressure. The reaction mixture is co-evaporated with EtOH (2×10 mL) and recrystallized from EtOH-diethyl ether. To a slurry of Pd/C in EtOH, an ethanolic solution of the HCl salt is added dropwise and stirred at 25° C. under hydrogen atmosphere for 20 h. The reaction mixture is filtered through celite, washed with 2×20 mL of Methanol. The filtrate is concentrated under reduced pressure to give a viscous oil which is titrated with diethyl ether to obtain the product 4 as a white solid (950 mg) in 70% yield. This compound was previously documented in WO 2006/066872.

Aufarbeitung

  1. customthe solvent is removed under reduced pressure
  2. customrecrystallized from EtOH-diethyl ether
  3. additionTo a slurry of Pd/C in EtOH, an ethanolic solution of the HCl salt is added dropwise
  4. filtrationThe reaction mixture is filtered through celite
  5. washwashed with 2×20 mL of Methanol
  6. concentrationThe filtrate is concentrated under reduced pressure
  7. customto give a viscous oil which

Quellen und Nachweise

ORD-Eintrag
ord-53d5da356a8142dc9e8165115472a7aa
Quelldatensatz
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09233989B2

Notizen zur Reaktion

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