Reacción #3242

Ecuación de reacción

2-isopropylaminobenzyl alcohol

2,3-dichloro-5,6-dicyano-1,4-benzoquinone

→

2-isopropylaminobenzaldehyde

Rendimiento 80.1%

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was evaporated
2. 2
   Concentraciónthe reaction solution was concentrated
3. 3
   workup.ADDITIONmethylene chloride was added
4. 4
   Filtraciónfollowed by filtration
5. 5
   ConcentraciónThe filtrate was concentrated
6. 6
   Otrothe resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1)

Procedimiento

To a solution of 9.6 g of 2-isopropylaminobenzyl alcohol in 200 ml of dioxane was added 13.2 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in several portions, followed by stirring for an hour. The solvent was evaporated, the reaction solution was concentrated, and methylene chloride was added thereto, followed by filtration. The filtrate was concentrated, and the resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to give 7.6 g of 2-isopropylaminobenzaldehyde.

Fuente