Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1086673Generated: October 25, 2026

Water → 1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-(1-methylethoxy)phenyl)-4,5,6,7-tetrahydro-

https://huagongshe.com/reaction/1086673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsopropyl iodideHCID 6362—
ReactantPotassium CarbonateHCID 11430—
Reactant1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-hydroxyphenyl)-4,5,6,7-tetrahydro-HCID 158651—
SolventDimethylformamideHCID 6228—
Product1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-2-fluoro-5-(1-methylethoxy)phenyl)-4,5,6,7-tetrahydro-HCID 15865035.6%

Reaction Steps

To a solution of N-(4-chloro-2-fluoro-5-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide (2.95 g) in dimethylformamide (20 ml), there was added anhydrous potassium carbonate (0.8 g) while stirring at room temperature. After stirring for 10 minutes at about 40° C., isopropyl iodide (1.7 g) was added thereto, and the resultant mixture was stirred for 3 hours at 70°-80° C. After being allowed to col to room temperature, the mixture was poured into water and extracted with toluene. The toluene layer was washed with water, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel chromatography to obtain 1.2 g of N-(4-chloro-2-fluoro-5-isopropoxyphenyl)3,4,5,6-tetrahydrophthalimide (Compound No. 1). M.P., 81°-82° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05030761
Source datasetuspto-grants-1991_07
ORD IDord-3d8e67ce47d94f55952beac968817f84
Source noteuspto-grants-1991_07