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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21316Generated: October 25, 2026

Potassium Carbonate → 4-Chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-iodoisoindolinone

https://huagongshe.com/reaction/21316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(3-Bromopropoxy)(tert-butyl)dimethylsilaneHCID 607486—
Reactant4-Chloro-5-hydroxy-7-iodoisoindolinoneHCID 68489249—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product4-Chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-iodoisoindolinoneHCID 6849251779.7%

Reaction Steps

In a similar manner to Step 1 of Example 429, 4-chloro-5-hydroxy-7-iodoisoindolinone (100 mg, 0.323 mmol) was dissolved in DMF (3.0 mL), and the solution was treated with potassium carbonate (134 mg, 0.969 mmol), tetrabutylammonium iodide (11.8 mg, 0.032 mmol) and tert-butyl(3-bromopropoxy)dimethylsilane (0.112 mL, 0.485 mmol), followed by purification by flash column chromatography (chloroform/methanol=99/1, 19/1) to obtain 4-chloro-5-[3-(tert-butyldimethylsiloxy)propoxy]-7-iodoisoindolinone (124 mg, yield 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-466c88c3583141a7bc59d2c2395d2f4b
Source noteuspto-grants-2010_06