Reacción #76828

Ecuación de reacción

hydrochloric acid

aluminum isopropoxide

2-nitrobenzaldehyde

Cinnamyl alcohol

→

title compound

Rendimiento 98.4%

Cinnamaldehyde

Rendimiento 98.4%

Disolventes

ethyl acetate

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe organic layer was separated
2. 2
   LavadoSubsequently, the organic layer was washed with saturated brine
3. 3
   Secadodried over magnesium sulfate
4. 4
   OtroThe solvent was evaporated in vacuo
5. 5
   Otrothe residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1)

Procedimiento

Cinnamyl alcohol (270 mg, 2.0 mmol) was dissolved in benzene (1 mL), added with aluminum isopropoxide (40 mg, 0.1 eq, 0.20 mmol) and 2-nitrobenzaldehyde (390 mg, 1.3 eq, 2.6 mmol) and stirred at room temperature for 1 hour. The reaction mixture was added with ethyl acetate and made acidic with addition of 2 N hydrochloric acid, and then the organic layer was separated. Subsequently, the organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated in vacuo, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1) to obtain 260 mg (yield: 97%) of the title compound as yellow oil.

Fuente