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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2165503Generated: October 25, 2026

Water → N-(4-chloro-2-fluoro-5-isopropoxyphenyl)-3-methyl-3,4,5,6-tetrahydrophthalic acid imide

https://huagongshe.com/reaction/2165503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenamine, 4-chloro-2-fluoro-5-(1-methylethoxy)-HCID 158649—
Reactant3-Methyl-3,4,5,6-tetrahydrophthalic acid anhydrideHCID 10130132—
Catalyst2-DimethylaminopyridineHCID 21885—
SolventTolueneHCID 1140—
ProductN-(4-chloro-2-fluoro-5-isopropoxyphenyl)-3-methyl-3,4,5,6-tetrahydrophthalic acid imideHCID 1780196982%

Reaction Steps

15.4 g (0.093 mol) of 3-methyl-3,4,5,6-tetrahydrophthalic acid anhydride are dissolved in 90 ml of toluene. 18.4 g (0.093 mol) of 4-chloro-2-fluoro-5-isopropoxyaniline and 0.6 g of dimethylaminopyridine are added and the mixture is heated until the solvent and the water that has formed distil off. After approximately 2 hours at a bath temperature of 145° C. the reaction is complete. The residue is chromatographed over a column of silica gel with hexane/ethyl acetate 9:1. As main fraction there are obtained 26.8 g (82.0%) of the title compound (Compound No. 1.030) of the formula ##STR9## in the form of an oil, nD22 =1.5458.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04940485
Source datasetuspto-grants-1990_07
ORD IDord-5be03feda2ac4888b87ca42f7a75ef40
Source noteuspto-grants-1990_07