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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220108Generated: October 25, 2026

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

https://huagongshe.com/reaction/220108

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 53874256—

Reaction Conditions

Temperature160 °C

Reaction Steps

50.0 g of 3,4-dimethoxy-ω-nitrostyrene (compound J1), 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 removed on a rotary evaporator, and the resulting precipitate is filtered off with suction and recrystallized in ethanol. M.p.: 113.5-115.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202880B2
Source datasetuspto-grants-2012_06
ORD IDord-b017856a109d4402a420d2b2018985e4
Source noteuspto-grants-2012_06