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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347605Generated: October 26, 2026

Hexane → HCID 86213022, compound

https://huagongshe.com/reaction/347605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantEthyl AcetateHCID 8857—
ReactantDimethyl acetylenedicarboxylateHCID 12980—
Reactant1-Ethenyl-4-methoxynaphthaleneHCID 22056732—
SolventNitrobenzeneHCID 7416—
ProductHCID 86213022HCID 8621302261.2%

Reaction Steps

1-methoxy-4-vinyl naphthalene 18.42 g (0.1 mol) and acetylene dicarboxylic acid dimethyl ester 28.42 g (0.2 mol) were dissolved in nitrobenzene, 200 ml, and they were reacted for 7 hours at the temperature of 130° C. After cooling, nitrobenzene was escaped in vapor under a reduced pressure condition, silica gel column chromatography (developing solvent n-hexane:an acetic acid ethyl=9:1) process was performed to residual elements, crude material, 23.08 g, was obtained. Further, objective phenanthrene compounds, 19.85 g (yield 61.2%) was obtained by recrystallizing from n-butanol. A melting point was 150.2 to 151.0° C. An infrared absorption spectrum of this phenanthrene compound is shown in FIG. 4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07175958B2
Source datasetuspto-grants-2007_02
ORD IDord-9d186c56330844cb8b8f1f8d912bc6a3
Source noteuspto-grants-2007_02