Reaktion #57405

Reaktionsgleichung

Potassium hydroxide

2-Naphthoaldehyde

→

title compound

Ausbeute 181.3%

2,2-Dimethyl-1-(2-naphthyl)-1,3-propanediol

Ausbeute 181.3%

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwith heating
2. 2
   workup.ADDITIONwas added dropwise to the above solution
3. 3
   SonstigeExothermic reaction
4. 4
   Sonstigereached to 51° C.
5. 5
   workup.STIRRINGthe solution was stirred at 55 to 60° C. for 4 hr
6. 6
   EinengenThe reaction solution was concentrated under reduced pressure, and water (150 ml)
7. 7
   workup.ADDITIONwas added
8. 8
   Extraktionthe mixture was extracted with chloroform (100 ml) twice
9. 9
   WaschenThe extract was washed with saturated brine
10. 10
    Einengenconcentrated

Vorschrift

2-Naphthoaldehyde (26.0 g, 0.167 mol) and isobutylaldehyde (24.0 g, 0.33 mol) were dissolved in ethanol (50 ml) with heating. 85% Potassium hydroxide (11.0 g, 0.167 mol) dissolved in ethanol (150 ml) was added dropwise to the above solution with stirring. Exothermic reaction started immediately, and the temperature reached to 51° C. and then decreased. After the dropping was completed for about 10 min, the solution was stirred at 55 to 60° C. for 4 hr. The reaction solution was concentrated under reduced pressure, and water (150 ml) was added thereto and the mixture was extracted with chloroform (100 ml) twice. The extract was washed with saturated brine, dehydrated with anhydrous sodium sulfate and concentrated to give the title compound as a brown oil (34.86 g, yield 91.0%).

Quelle