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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21072Generated: October 26, 2026

Iodine → HCID 68491790, compound

https://huagongshe.com/reaction/21072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
Reactant4-Fluoro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 68493841—
ReactantHCID 178444656HCID 178444656—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68491790HCID 6849179040%
Product1-(1-Methyl-1-phenylethyl)-3-fluoro-6-iodophtalimideHCID 13172823414%

Reaction Steps

In a similar manner to Step 3 of Example 16, 4-fluoro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.06 g, 7.22 mmol) was dissolved in THF (80 mL), and the solution was treated with TMEDA (2.40 mL, 15.9 mmol), sec-butyllithium-hexane solution (0.99 mol/L, 16.0 mL, 15.9 mmol) and iodine (2.20 g, 8.66 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/0, 85/15) to obtain 4-fluoro-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (1.19 g, yield 40%) and 1-(1-methyl-1-phenylethyl)-3-fluoro-6-iodophtalimide (425 mg, yield 14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-08104d4147f74fd5967f2101c4f10757
Source noteuspto-grants-2010_06