Reaktion #737464

Reaktionsgleichung

2,3-epoxy-indane

pyrrolidine

sodium chloride

sodium hydroxide

→

2,3-dihydro-1-(1-pyrrolidinyl)-1H inden-2-ol

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigerose to 65° C.
2. 2
   workup.ADDITIONwere added when the reaction
3. 3
   workup.DISTILLATIONExcess pyrrolidine was distilled off under reduced pressure
4. 4
   Sonstigeto obtain an oily phase
5. 5
   ExtraktionExtraction
6. 6
   Sonstigeafter drying
7. 7
   Einengenconcentrating
8. 8
   workup.DISTILLATIONby distilling under reduced pressure
9. 9
   Sonstigethe oil obtained
10. 10
    Sonstigewas purified by chromatography over silica (eluent:ethyl acetate with 5% of triethylamine)

Vorschrift

10.8 ml of pyrrolidine in 6.75 g of 2,3-epoxy-indane [described by Mousseron et al. Bulletin de la, Societe Chimique de France, 1946, p. 629-630] in 10.8 ml of demineralized water. The temperature rose to 65° C. and the solution was stirred for 90 minutes at this temperature and 20 ml of demineralized water were added when the reaction was finished. Excess pyrrolidine was distilled off under reduced pressure to obtain an oily phase and an aqueous phase. These are saturated with sodium chloride at 20° C. and 1 ml of 32% sodium hydroxide was added. Extraction was done with ether and after drying and concentrating by distilling under reduced pressure, the oil obtained was purified by chromatography over silica (eluent:ethyl acetate with 5% of triethylamine) to obtain 8.31 g of [trans (±)] 2,3-dihydro-1-(1-pyrrolidinyl)-1H inden-2-ol.

Quelle