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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21236Generated: October 29, 2026

Iodine → 3-Hydroxy-4,5-dichloro-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

https://huagongshe.com/reaction/21236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
Reactant4,5-Dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 68490835—
SolventTetrahydrofuranHCID 8028—
Product3-Hydroxy-4,5-dichloro-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 6848873264%

Reaction Steps

In a similar manner to Step 3 of Example 16, 4,5-dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (400 mg, 1.19 mmol) was dissolved in THF (16 mL), and the solution was treated with TMEDA (0.718 mL, 4.76 mmol), sec-butyl lithium-hexane solution (0.99 mol/L, 4.8 mL, 4.76 mmol) and iodine (453 mg, 1.79 mmol), followed by purification by flash column chromatography (chloroform/methanol=95/5 to 90/10) to obtain 3-hydroxy-4,5-dichloro-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (350 mg, yield 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-0029dea66acd49b9b97bb7a19d7ddd61
Source noteuspto-grants-2010_06