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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64574Generated: October 25, 2026

Sodium hydride → Methyl 2-(4-(2-quinoxalinyloxy)phenoxy)propanoate

https://huagongshe.com/reaction/64574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-ChloroquinoxalineHCID 238938—
ReactantPropanoic acid, 2-(4-hydroxyphenoxy)-, methyl esterHCID 366926—
ReactantHCID 178418361HCID 178418361—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-(4-(2-quinoxalinyloxy)phenoxy)propanoateHCID 18709943.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

In a nitrogen atmosphere, a solution of 5.9 g (0.03 mole) methyl 2-(4-hydroxyphenoxy)propanoate in 20 cc of dimethylformamide was added dropwise at about 15° C. to 1.5 g (0.03 mole) 57% sodium hydride in 20 cc dimethylformamide. When the evolution of hydrogen ceased, 4.9 g (0.03 mole) 2-chloroquinoxaline was added and the reaction mixture was heated at 130° C. for 4 hours. After standing overnight at room temperature, the reaction mixture was poured into about 100 cc of cold water. The precipitated solid was filtered and crystallized from methanol to give 4.2 g of product, m.p. 110°-115°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04609396
Source datasetuspto-grants-1986_09
ORD IDord-5036b18fc42848cc80ac44354f281d61
Source noteuspto-grants-1986_09