Reacción #709505

Ecuación de reacción

sodium bisulfide

5-nitro-1,4,4a,9a-tetrahydroanthraquinone

toluene

toluene

→

1-aminoanthraquinone

Rendimiento 98.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwith static mixing elements
2. 2
   Otro3 minutes
3. 3
   Otroleaves the reactor at 160° C.
4. 4
   Otrois separated continuously in a separating vessel under pressure (10 bar) into an aqueous and an organic phase
5. 5
   workup.ADDITIONcontaining the organic phase, which
6. 6
   OtroThe product is isolated by filtration
7. 7
   Lavadowashed with toluene
8. 8
   Otrodried under vacuum at 80° C
9. 9
   ExtracciónThe aqueous phase is extracted with the mother liquor

Procedimiento

A solution of 100 parts of 5-nitro-1,4,4a,9a-tetrahydroanthraquinone in 400 parts of toluene, 1000 parts of toluene-containing mother liquor and a solution of 8.8 parts of sodium bisulfide in 400 parts of water are charged simultaneously to a tube reactor (volume: 100 ml) with static mixing elements. The average residence time is c. 3 minutes. The feed temperature of the components is regulated such that the reaction mixture leaves the reactor at 160° C. and is separated continuously in a separating vessel under pressure (10 bar) into an aqueous and an organic phase. The pressure is relaxed in the working up reactor containing the organic phase, which is cooled to room temperature. The product is isolated by filtration, washed with toluene and dried under vacuum at 80° C. The aqueous phase is extracted with the mother liquor, a portion of which is recycled to the reactor. In stationary operation, 86 parts of 1-aminoanthraquinone are obtained per hour in 99% purity (layer chromatography), corresponding to a yield of 98% of theory, based on 5-nitrotetrahydroanthraquinone.

Fuente