Reaktion #3242

Reaktionsgleichung

2-isopropylaminobenzyl alcohol

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

→

2-isopropylaminobenzaldehyde

Ausbeute 80.1%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was evaporated
2. 2
   Einengenthe reaction solution was concentrated
3. 3
   workup.ADDITIONmethylene chloride was added
4. 4
   Filtrationfollowed by filtration
5. 5
   EinengenThe filtrate was concentrated
6. 6
   Sonstigethe resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1)

Vorschrift

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.

Quelle