Reaktion #94832

Reaktionsgleichung

phenylacetonitrile

2-methyl-3,4-dimethoxyphenylacetonitrile

diborane

→

2-methyl-3,4-dimethoxyphenethylamine

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthen heated
2. 2
   Temperaturat reflux for 21/2 hours
3. 3
   TemperaturAfter cooling the mixture
4. 4
   Sonstigewas quenched with 150 ml of methanol
5. 5
   workup.ADDITIONAn excess of 10% hydrochloric acid was added
6. 6
   Temperaturby heating on the steambath for 2 hours
7. 7
   TemperaturAfter cooling
8. 8
   workup.ADDITIONether was added
9. 9
   Sonstigeevaporated
10. 10
    Extraktionextracted with ether which
11. 11
    Sonstigewas dried
12. 12
    Sonstigeevaporated

Vorschrift

A mixture of 42 g (0.219 m) of the phenylacetonitrile 100 ml of tetrahydrofuran was mixed with 400 ml of 1 molar diborane in tetrahydrofuran then heated at reflux for 21/2 hours. After cooling the mixture was quenched with 150 ml of methanol. After sitting overnight, the mixture was stripped. An excess of 10% hydrochloric acid was added followed by heating on the steambath for 2 hours. After cooling, ether was added. The mixture was stirred for 1/2 hour and evaporated. The remaining aqueous layer was made basic with 10% sodium hydroxide, extracted with ether which was dried and evaporated to give 2-methyl-3,4-dimethoxyphenethylamine.

Quelle