1-Nitronaphthalene → 5-Nitro-1,4,4a,9a-tetrahydroanthraquinone

Participants

Reaction Steps

The 5-nitro-1,4-naphthoquinone introduced into the reactor 8 for the Diels-Alder reaction is subjected to Diels-Alder reaction with 1,3-butadiene introduced from the tank 9 via a line 26 at a suitable temperature under a suitable pressure in the presence of a suitable solvent introduced from the tank 7 via a line 27. Since the unreacted 1-nitronaphthalene present in the reaction solution does not react with 1,3-butadiene, no side reaction occurs. The reaction mixture is filtered in the filter 10. The crystals of 5-nitro-1,4,4a,9a-tetrahydroanthraquinone formed by the Diels-Alder reaction are sent to the reactor 12 for the reducing reaction via a line 30, and reduced with a suitable reducing agent introduced from the tank 13 via a line 33 to form 1-aminoanthraquinone. Meanwhile, the filtrate is sent to the separation tower 11 via a line 29 and separated into the solvent and 1-nitronaphthalene by, for example, distillation. The solvent is sent to the tank 7 via a line 32, and 1-nitronaphthalene is recycled to the tank 4 via line 31 for re-use.

Provenance & Evidence