Réaction #5090

Équation de réaction

2,3-dihydro-2,4-dimethyl-3-phenyl-7-hydroxy-1H-inden-1-one

crotyl bromide

potassium hydroxide

→

2,3-dihydro-2,4-dimethyl-3-phenyl-7-crotyloxy-1H-inden-1-one

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   Températurerefluxed
2. 2
   Concentrationthe reaction mixture was concentrated
3. 3
   Extractionextracted with ethyl acetate
4. 4
   Lavagethe extract was washed with water and with an aqueous solution saturated with sodium chloride
5. 5
   Autredried
6. 6
   ConcentrationThe extract was concentrated
7. 7
   Autreby removing the solvent under a reduced pressure
8. 8
   Autrerecrystallized from methanol

Mode opératoire

A solution of 19.0 g of 2,3-dihydro-2,4-dimethyl-3-phenyl-7-hydroxy-1H-inden-1-one, 13.98 of crotyl bromide and 5.47 g of potassium hydroxide in 200 ml of acetone was heated and refluxed under stirring condition. After the reaction was completed, the reaction mixture was concentrated and extracted with ethyl acetate, then the extract was washed with water and with an aqueous solution saturated with sodium chloride, then dried. The extract was concentrated by removing the solvent under a reduced pressure, then recrystallized from methanol to obtain 11.8 g of 2,3-dihydro-2,4-dimethyl-3-phenyl-7-crotyloxy-1H-inden-1-one as in the form of cis-trans mixture. Colorless stick-like crystals. Melting point: 138.5°-139.5° C.

Source