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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249205Generated: October 26, 2026

1,3-Butadiene → 5-Nitro-1,4,4a,9a-tetrahydroanthraquinone

https://huagongshe.com/reaction/249205

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-ButadieneHCID 7845—
Reactant2-MethoxyethanolHCID 8019—
Reactant5-Nitronaphthalene-1,4-dioneHCID 12336402—
SolventWaterHCID 962—
Product5-Nitro-1,4,4a,9a-tetrahydroanthraquinoneHCID 1086894094%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture comprising 10 g of the obtained 5-nitro-1,4-naphthoquinone, 3.3 g of 1,3-butadiene and 40 ml of ethylene glycol monomethyl ether was retained in a 100-milliliter autoclave at 50° C. for 6 hours with stirring. The reaction pressure was initially 1.2 atmospheres and 1.0 atmosphere when the reaction was over. Thereafter, 60 ml of water was added to the reaction mixture and cooled to 25° C. The precipitated crystals were filtered, washed with 30 ml of methyl alcohol and dried under reduced pressure to obtain 11.9 g of white 5-nitro-1,4,4a,9a-tetrahydroanthraquinone having a purity of 98%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05213665
Source datasetuspto-grants-1993_05
ORD IDord-98389420ba7b4482934597b289074689
Source noteuspto-grants-1993_05