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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21276Generated: October 29, 2026

Iodine → HCID 68490123, compound

https://huagongshe.com/reaction/21276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
Reactant4-Methoxymethoxy-5-methyl-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 68493786—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68490123HCID 6849012360%

Reaction Steps

In a similar manner to Step 3 of Example 16, 4-methoxymethoxy-5-methyl-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.94 g, 8.61 mmol) was dissolved in THF (110 mL), and the solution was treated with TMEDA (4.20 mL, 27.8 mmol), sec-butyl lithium-hexane solution (0.95 mol/L, 29.0 mL, 27.6 mmol) and iodine (2.62 g, 10.3 mmol), followed by purification by flash column chromatography (hexane/ethyl acetate=4/1 to 7/3 to 6/4). The obtained solid was purified by slurry using hexane to obtain 4-methoxymethoxy-5-methyl-3-hydroxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (2.40 g, yield 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-633ec8009a6c499d8442696529d7dbc5
Source noteuspto-grants-2010_06