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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160021Generated: October 29, 2026

Hydroquinone → Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate

https://huagongshe.com/reaction/1160021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroquinoneHCID 785—
ReactantDicyclopentadieneHCID 6492—
ReactantMethyl AcrylateHCID 7294—
ProductMethyl bicyclo[2.2.1]hept-5-ene-2-carboxylateHCID 25007557.6%

Reaction Conditions

Temperature220 °C

Reaction Steps

Dicyclopentadiene (DCPD, available from Aldrich, 256.5 mL, 1.9 mol), methylacrylate (available from Aldrich, 405 mL, 4.5 mol) and hydroquinone (3.2 g, 0.03 mol) were charged into a 2 L high pressure reactor and heated to 220° C. The mixture was stirred at 300 rpm for 5 hours. After the reaction was completed, the resultant was cooled and transferred to a distiller. Vacuum distillation was carried out at 50° C. using a vacuum pump at 1 torr to obtain the product (yield: 57.6%, exo/endo=58/42).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07814713B2
Source datasetuspto-grants-2010_10
ORD IDord-287c0abd6c2f4a4e9057319a6b8171c1
Source noteuspto-grants-2010_10