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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 652952Generated: October 30, 2026

Water → 7-Chloro-3-(4-ethoxy-2-fluorophenyl)-6-methoxy-1,2-benzisoxazole

https://huagongshe.com/reaction/652952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant(NZ)-N-[(2,3-dichloro-4-methoxyphenyl)-(4-ethoxy-2-fluorophenyl)methylidene]hydroxylamineHCID 13015701—
ReactantDiethyl ether 2-butanoneHCID 19800284—
SolventDimethylformamideHCID 6228—
Product7-Chloro-3-(4-ethoxy-2-fluorophenyl)-6-methoxy-1,2-benzisoxazoleHCID 13015702—

Reaction Steps

A solution of 23.3 g of Z-2,3-dichloro-4'-ethoxy-2'-fluoro-4-methoxybenzophenone oxime in 175 ml dimethylformamide is added to 1.85 g of sodium hydride in 35 ml of dimethylformamide. After stirring 30 min at room temperature, the reaction is worked up with water and 1:1 diethyl ether/2-butanone. Concentration of the dried organic phase, trituration of the product with hexane and recrystallization from toluene/hexane gives 7-chloro-3-(4-ethoxy-2-fluorophenyl)-6-methoxy-1,2-benzisoxazole, mp 151°-152° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04673746
Source datasetuspto-grants-1987_06
ORD IDord-2c9e6838e1a544799c2a3e3da77b71e3
Source noteuspto-grants-1987_06