Water → 3-(2-Methylpropenyl)-benzylamine

HRID 2080132

Reaktionsgleichung

Reaktionsgleichung von HRID 2080132
[CH3:1][C:2]([CH3:12])=[CH:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:1][C:2]([CH3:12])=[CH:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7][NH2:8]

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 190247923-(2-Methylpropenyl)benzonitrileHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 231307203-(2-Methylpropenyl)-benzylamineAusbeute 88,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

3-(2-Methylpropenyl)benzonitrile described in Preparation Example 136 (0.44 g, 2.8 mmol) was dissolved in tetrahydrofuran (5 mL), lithium aluminum hydride (0.16 g, 4.2 mmol) was added under stirring at room temperature, the solution was heated to 70° C., followed by stirring for 2 hours. The reaction solution was cooled on an ice bath, then, water (0.16 mL), an aqueous solution of 15% sodium hydroxide (0.16 mL) and water (0.48 mL) were sequentially added, then, the solid was filtered, and washed with tetrahydrofuran (10 mL). The filtrate and the washings were combined, and dried over anhydrous sodium sulfate. The solvent was evaporated in vacuo, and the title compound (0.40 g, 2.48 mmol, 88.7%) was obtained as a colorless oil.

Aufarbeitung

  1. temperaturethe solution was heated to 70° C.
  2. stirringby stirring for 2 hours
  3. temperatureThe reaction solution was cooled on an ice bath
  4. filtrationthe solid was filtered
  5. washwashed with tetrahydrofuran (10 mL)
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-27024e06c6c74af2aa1b67fc09de6870
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932272B2

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