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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64583Generated: October 25, 2026

Dimethylformamide → Methyl 4-[4-(3-methyl-3-quinoxalinyloxy)phenoxy]pent-2-enoate

https://huagongshe.com/reaction/64583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-(4-Hydroxyphenoxy)-3-methylquinoxalineHCID 13670538—
ReactantMethyl 4-bromo-2-pentenoateHCID 54128087—
ReactantHCID 178418361HCID 178418361—
SolventWaterHCID 962—
ProductMethyl 4-[4-(3-methyl-3-quinoxalinyloxy)phenoxy]pent-2-enoateHCID 70469256—

Reaction Conditions

Temperature80 °C

Reaction Steps

In a nitrogen atmosphere, add a solution of 5.4 g (0.02 mole) 2-(4-hydroxyphenoxy)-3-methylquinoxaline in 30 cc dimethylformamide to 0.9 g (0.02 mole) 57% sodium hydride in 20 cc dimethylformamide at about 20° C. When the evolution of hydrogen ceases, add 3.9 g (0.02 mole) methyl 4-bromo-2-pentenoate. Heat the reaction mixture at approximately 80° C. until the reaction is complete. Pour the reaction mixture into water and extract with ether. Combine the ethereal extracts and dry over magnesium sulfate. Removal of the ether gives the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04609396
Source datasetuspto-grants-1986_09
ORD IDord-aa9f6b8071fc48d085f88192195dc687
Source noteuspto-grants-1986_09