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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600990Generated: November 2, 2026

Dimethylformamide → (+/-)-(E)-1-(2-Methoxy-4-(2-phenylethenyl)phenoxy)-5-(3-pyridyl)-2-pentanol

https://huagongshe.com/reaction/1600990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-Hydroxy-3-methoxystilbeneHCID 719814—
ReactantHCID 21830649HCID 21830649—
Product(+/-)-(E)-1-(2-Methoxy-4-(2-phenylethenyl)phenoxy)-5-(3-pyridyl)-2-pentanolHCID 21830709—

Reaction Steps

Prepared according to the method described in Example 96d) from sodium hydride (60% dispersion in mineral oil, 55 mg), trans-4-hydroxy-3-methoxystilbene (0.314 g) and (±)-3-hydroxy-5-(3-pyridyl)-1-pentyl para-toluenesulfonate (310 mg) in anhydrous dimethylformamide (6 ml). The crude product was purified by column chromatography over silica eluting with methanol:dichloromethane (1:19) to give the title compound (0.197 g) as a solid which was recrystallised from ethyl acetate:hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977105
Source datasetuspto-grants-1999_11
ORD IDord-3f04681ee4b041a09b2b0de5418945ab
Source noteuspto-grants-1999_11