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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365413Generated: October 24, 2026

Hydroquinone → (+/-)-trans-1,2-DI methoxy-4-(2-nitrocyclohex-4-enyl)benzene

https://huagongshe.com/en/reaction/365413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroquinoneHCID 785—
Reactant1,3-ButadieneHCID 7845—
Reactant1,2-Dimethoxy-4-(2-nitrovinyl)benzeneHCID 709688—
SolventTolueneHCID 1140—
Product(+/-)-trans-1,2-DI methoxy-4-(2-nitrocyclohex-4-enyl)benzeneHCID 5387425676.3%

Reaction Conditions

Temperature160 °C

Reaction Steps

50.0 g of 3,4-dimethoxy-ω-nitrostyrene and 1.0 g (9.1 mmol) of hydroquinone are suspended in 200 ml of abs. toluene and treated at -70° C. with 55.0 g (1.02 mol) of liquid 1,3-butadiene. The mixture is stirred at 160° C. for 6 days in an autoclave and then cooled. Some of the solvent is distilled off in vacuo, and the resulting precipitate is filtered off with suction and recrystallized in ethanol. M.p.: 113.5-115.5° C.; yield 76.3% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127378
Source datasetuspto-grants-2000_10
ORD IDord-80b19b11bbcd4405bbfa02d15544a6ef
Source noteuspto-grants-2000_10