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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869725Generated: October 25, 2026

Ethanol → Butyl norbornene 5-norbornene-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1869725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTolueneHCID 1140—
ReactantMethyl bicyclo[2.2.1]hept-5-ene-2-carboxylateHCID 250075—
ReactantButylnorborneneHCID 19091267—
CatalystPalladium acetylacetonateHCID 5486778—
SolventDichloromethaneHCID 6344—
ProductButyl norbornene 5-norbornene-2-carboxylic acid methyl esterHCID 86610304110.9%

Reaction Steps

A 5-norbornene-2-carboxylic acid methyl ester monomer (14.64 g), a butyl norbornene monomer (6.14 g), and toluene (37 Ml) were added to a 250 Ml Schlenk flask. A solution of Pd(acac)2 (4.19 mg, acac=acetylacetonate) and [(Cy)3PH][B(C6F5)4] (32.8 mg) in dichloromethane (2 Ml) was added to the flask, and the reaction mixture was incubated at 90° C. for 10 hours while stirring. Then, the reaction solution was added to excess ethanol to obtain a white copolymer precipitate. The precipitate was filtered through a glass funnel and dried in a vacuum oven at 65° C. for 24 hours to give a 13.7 g of butyl norbornene/5-norbornene-2-carboxylic acid methyl ester copolymer (yield: 65.9 wt % based on the total weight of the monomers). The Mw and Mw/Mn of the polymer were 157,000 and 2.13, respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638653B2
Source datasetuspto-grants-2009_12
ORD IDord-8273cd22f9be4d26ae075455bfae2849
Source noteuspto-grants-2009_12