Reaktion #94739

Reaktionsgleichung

Na2SO4

LiAlH4

1-(3,4-dimethoxyphenyl)-5,5-ethylenedioxy-7-(4-methoxyphenyl)-2-nitroheptane

LiAlH4

→

2-Amino-1-(3,4-dimethoxyphenyl)-5,5-ethylenedioxy-7-(4-methoxyphenyl)heptane

Lösungsmittel

tetrahydrofuran

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo a suspension of 6.6 g
2. 2
   workup.ADDITIONAfter addition of substrate
3. 3
   Temperaturthe reaction mixture was refluxed under N2 for 2 hours
4. 4
   Temperaturcooled to ice bath temperature
5. 5
   FiltrationThe inorganic salt was filtered off
6. 6
   Waschenthoroughly washed with ethyl acetate and chloroform
7. 7
   EinengenThe filtrate was concentrated in vacuo
8. 8
   Sonstigeto give 28 g
9. 9
   SonstigeWithout further purification
10. 10
    Sonstigethe amino ketal derivative was used for the next reaction

Vorschrift

To a suspension of 6.6 g. (0.174 mole) of LiAlH4 in 200 ml. of dry tetrahydrofuran was added dropwise a solution of 25 g. (0.058 mole) of 1-(3,4-dimethoxyphenyl)-5,5-ethylenedioxy-7-(4-methoxyphenyl)-2-nitroheptane in 100 ml. of dry THF at room temperature at such a rate as to control reflux of reaction solution. After addition of substrate was completed, the reaction mixture was refluxed under N2 for 2 hours, and cooled to ice bath temperature. The excess LiAlH4 was decomposed with saturated Na2SO4 solution. The inorganic salt was filtered off and thoroughly washed with ethyl acetate and chloroform. The filtrate was concentrated in vacuo to give 28 g. of brown, oily product. Without further purification, the amino ketal derivative was used for the next reaction.

Quelle