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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225636Generated: October 30, 2026

Sodium hydride → HCID 67757392, compound

https://huagongshe.com/reaction/2225636

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBenzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl esterHCID 3084696—
Reactant1-(3-Chloro-1-propen-1-yl)-4-fluorobenzeneHCID 53664261—
SolventDimethylformamideHCID 6228—
ProductHCID 67757392HCID 6775739271.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (0.724 g) in dimethylformamide (10 mL) under argon was treated with 55% sodium hydride (0.175 g), stirred for 15 minutes and treated with 1-(3-chloro-1-propenyl)-4-fluorobenzene (0.85 g). The mixture was heated at 60° C. overnight and worked up as in Example 20. Crystallization from diethyl ether-hexane provided 0.9 g of (E)-4-[[3-(4-fluorophenyl)-2-propenyl]oxy]-alpha-oxobenzeneacetic acid methyl ester, mp 84°-85° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344843
Source datasetuspto-grants-1994_09
ORD IDord-291bfba1943c4feba0a5a5357941eacb
Source noteuspto-grants-1994_09