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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600134Generated: October 29, 2026

2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- → HCID 17839507, compound

https://huagongshe.com/reaction/600134

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
ReactantHCID 11133487HCID 11133487—
ReactantHCID 17839501HCID 17839501—
ReactantButyllithiumHCID 178418339—
CatalystCuprous chlorideHCID 62652—
SolventTetrahydrofuranHCID 8028—
ProductHCID 17839507HCID 1783950757%

Reaction Conditions

Temperature50 °C

Reaction Steps

1,8-Bis(p-bromophenyl)-1,7-octadiyne (0.191 g, 0.459 mmol) was added at −78° C. to a THF solution of bis(η5-cyclopentadienyl)dibutylzirconium in THF, which was prepared from bis(η5-cyclopentadienyl)dichlorozirconium (0.161 g, 0.551 mmol) and n-butyl lithium (0.7 ml, 1.6 M, 1.1 mol/l). The mixture was then allowed to stand at room temperature for an hour. CuCl (0.095 g, 0.964 mmol), DMPU (0.17 ml, 1.38 mmol) and 2,3-diiodo-9,10-dipropylanthracene (0.236 g, 0.459 mmol) were added to the mixture. After heating at 50° C. for an hour, the solvent in the mixture was removed in vacuum. Column chromatography (chloroform) was performed. By recrystallization in chloroform/methanol, the title compound (0.177 g) was obtained as orange red. The isolation yield was 57%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07901594B2
Source datasetuspto-grants-2011_03
ORD IDord-1d7fe49e629947c59c7710c8376425d1
Source noteuspto-grants-2011_03