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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344595Generated: October 25, 2026

Acetic Acid → HCID 13151266, compound

https://huagongshe.com/reaction/344595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrahydrophthalic anhydrideHCID 6810—
Reactant4-Chloro-2-fluoro-5-[(prop-2-en-1-yl)oxy]anilineHCID 13272926—
SolventWaterHCID 962—
ProductHCID 13151266HCID 13151266—

Reaction Steps

A mixture of 9.0 g of 19A, 6.8 g of THPA and 100 mL of glacial acetic acid was heated at reflux temperature for 4 hours. The resulting mixture was cooled to room temperature, poured into 450 mL of water and extracted with ether. The extract phase was washed with water, dried (Na2SO4), and filtered, and the solvent was evaporated from the filtrate. The residue was flash-chromatographed on silica gel, with a 15:85 v:v mixture of ethyl acetate and hexane as eluent, to give N-(3-(allyloxy)-4-chloro-6-fluorophenyl)-3,4,5,6-tetrahydrophthalimide (19B), as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05053071
Source datasetuspto-grants-1991_10
ORD IDord-c5c913faacfa489ca53cd32ebd138158
Source noteuspto-grants-1991_10