Reaktion #564656

Reaktionsgleichung

sodium chloride

pyrrolidine

water

2,3-epoxy-indane

sodium hydroxide

water

→

trans (±) 2,3-dihydro-1-(pyrrolidin-1-yl)-1H-inden-2-ol

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONexcess pyrrolidine was distilled off at reduced pressure
2. 2
   Sonstigeto obtain an oil phase
3. 3
   workup.ADDITIONwas added
4. 4
   Trocknenthe ether phase was dried
5. 5
   Sonstigeevaporated to dryness under reduced pressure
6. 6
   SonstigeThe oil residue was chromatographed over silica
7. 7
   Wascheneluted with ethyl acetate containing 5% of triethylamine

Vorschrift

A solution of 10.8 ml of pyrrolidine in 6.75 g of 2,3-epoxy-indane [described by Mousseron et al., Bull. de Soc. Chim. de France, 1946, p. 629-630] was slowly added to 10.8 ml of demineralized water and after increasing the temperature to 65° C., the mixture was stirred for 90 minutes at 65° C. 20 ml of demineralized water were then added and excess pyrrolidine was distilled off at reduced pressure to obtain an oil phase and an aqueous phase. The aqueouse phase was saturated with sodium chloride and 1 ml of 32% sodium hydroxide was added thereto. The mixture was extacted with ether and the ether phase was dried and evaporated to dryness under reduced pressure. The oil residue was chromatographed over silica and eluted with ethyl acetate containing 5% of triethylamine to obtain 8.81 g of trans (±) 2,3-dihydro-1-(pyrrolidin-1-yl)-1H-inden-2-ol.

Quelle