Reaktion #2062815

Reaktionsgleichung

hydrogen

HCl

aluminium hydroxide

2-methyl-4-(2,2,3-trimethylcyclopent-1-yl)-but-2-enal

lithium aluminium hydride

→

2-methyl-4-(2,2,3-trimethyl-cyclopent-1-yl)-but-2-en-1-ol

Ausbeute 55.0%

Lösungsmittel

water

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture is heated under argon
2. 2
   Temperaturto reflux for 2 hours
3. 3
   ExtraktionThe material is extracted with ether
4. 4
   Waschenthe combined organic phases are washed with saturated common salt
5. 5
   Trocknenit is then dried over MgSO4
6. 6
   workup.DISTILLATIONdistilled
7. 7
   workup.DISTILLATIONA fractional vacuum distillation

Vorschrift

To a stirred suspension of 1.5 g (0.04 mole) of lithium aluminium hydride and 75 ml of dried diethyl ether are added over 1/2 hour 15 g (0.08 moles) of 2-methyl-4-(2,2,3-trimethylcyclopent-1-yl)-but-2-enal. The mixture is heated under argon to reflux for 2 hours. It is cooled with ice water and, with caution, treated first with water until hydrogen no longer evolves and then with HCl 5%, whereupon the aluminium hydroxide precipitate dissolves. The material is extracted with ether and the combined organic phases are washed with saturated common salt; it is then dried over MgSO4 and distilled. A fractional vacuum distillation leads to 8.3 g of 2-methyl-4-(2,2,3-trimethyl-cyclopent-1-yl)-but-2-en-1-ol (mixture of isomers) (55% yield);

Quelle