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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590902Generated: October 29, 2026

Dimethylformamide → HCID 89157620, compound

https://huagongshe.com/reaction/590902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 70979723HCID 70979723—
ReactantButyllithiumHCID 178418339—
ProductHCID 89157620HCID 8915762045%

Reaction Conditions

Temperature-78 °C

Reaction Steps

After 1.0 g of 1,5-bis-(2-ethylhexyloxy)-2,6-dibromonaphthalene (1.8 mmol) was dissolved in 20 mL of tetrahydrofuran (THF), a temperature was raised to −78° C., and n-butyl lithium was slowly added thereto for 30 minutes. The mixture was stirred at −78° C. for 2 hours, and then 0.46 g of DMF (6.3 mmol) was slowly added thereto for 10 minutes and further stirred for 30 minutes. After a temperature was raised to room temperature and the reactant was stirred for 1 hour, the reaction was terminated by cool water, and the resultant was extracted with ethylacetate, followed by distillation under reduced pressure and column chromatography, thereby obtaining 1.1 g of the title compound (45.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09236573B2
Source datasetuspto-grants-2016_01
ORD IDord-b3fa5b78f1d24e5a9611d5eead843c73
Source noteuspto-grants-2016_01