Aluminium lithium hydride → HCID 57748298, Verbindung

HRID 906060Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 906060
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=O)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:9]=[CH:10][C:11]([CH2:12][NH2:14])=[CH:15][CH:16]=2)[CH2:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 674037884-(1-Methylpiperidin-4-yl)benzamide

Produkt 1

HCID 57748298HCID 57748298, VerbindungAusbeute 73,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To an ice cold solution of 4-(1-methylpiperidin-4-yl)benzamide (190 mg, 0.87 mmol) in tetrahydrofuran (5 mL) was added 1.0M lithium aluminum hydride in tetrahydrofuran (1.79 mL, 1.79 mmol) and stirring continued overnight at room temperature. The reaction mixture was quenched by adding sodium sulfate decahydrate until gas evolution ceased. The suspension was filtered through Celite and the filter cake washed with a mixture of ethyl acetate and chloroform (2:1, 50 mL). The filtrate was concentrated to give 4-(1-methylpiperidin-4-yl)benzylamine (130 mg, 71%) as an oil. 1H NMR (400 MHz, CDCl3): 7.23 (dd, 4H), 3.86 (s, 3H), 2.98 (m, 2H), 2.49 (m, 1H), 2.11 (m, 2H), 1.83 (m, 4H).

Aufarbeitung

  1. customThe reaction mixture was quenched
  2. additionby adding sodium sulfate decahydrate until gas evolution
  3. filtrationThe suspension was filtered through Celite
  4. washthe filter cake washed with a mixture of ethyl acetate and chloroform (2:1, 50 mL)
  5. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-57b5c9593d1646fb824971cc27b5b5a4
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08012956B2

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