Reaktion #1868681

Reaktionsgleichung

ethyl 4-cyano-4,4-diphenylbutyrate

lithium aluminum hydride

water

sodium hydroxide

water

→

title compound

Ausbeute 78.5%

5-Amino-4,4-diphenylpentanol

Ausbeute 78.5%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.ADDITIONAfter completion of dropwise addition
3. 3
   Temperaturthe mixture was heated
4. 4
   TemperaturThe reaction mixture was then cooled with ice again
5. 5
   SonstigeThe insoluble matter that had separated out
6. 6
   Filtrationwas filtered off
7. 7
   Extraktionthe filtrate was extracted with ethyl acetate and saturated aqueous sodium hydrogen carbonate
8. 8
   Waschenwashed with water
9. 9
   Trocknendried over anhydrous sodium sulfate
10. 10
    Einengenconcentrated to dryness
11. 11
    WaschenThe group was washed with isopropyl ether

Vorschrift

To a stirred solution of ethyl 4-cyano-4,4-diphenylbutyrate (1.2 g) in tetrahydrofuran (30 ml) was added lithium aluminum hydride (0.44 g) in small portion under ice-cooling. After completion of dropwise addition, the mixture was heated and stirred at 60° C. for 3 hours. The reaction mixture was then cooled with ice again, and water (1 ml), 15% aqueous sodium hydroxide (3 ml) and water (1 ml) were added in succession. The insoluble matter that had separated out was filtered off and the filtrate was extracted with ethyl acetate and saturated aqueous sodium hydrogen carbonate. The organic layer was taken, washed with water, dried over anhydrous sodium sulfate, and concentrated to dryness. The group was washed with isopropyl ether to provide the title compound (0.82 g) as colorless powder.

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