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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21235Generated: October 27, 2026

Dimethylformamide → 4,5-Dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone

https://huagongshe.com/reaction/21235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
Reactant3,4-dichloro-N-(1-methyl-1-phenylethyl)benzamideHCID 13051957—
SolventTetrahydrofuranHCID 8028—
Product4,5-Dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 6849083583%

Reaction Steps

In a similar manner to Step 2 of Example 16, 3,4-dichloro-N-(1-methyl-1-phenylethyl)benzamide (2.85 g, 9.25 mmol) was dissolved in THF (114 mL), and the solution was treated with TMEDA (4.50 mL, 29.6 mmol), sec-butyl lithium-hexane solution (1.01 mol/L, 29.3 mL, 29.6 mmol) and DMF (1.60 mL, 20.4 mmol), followed by purification by slurry using diisopropylether to obtain 4,5-dichloro-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.58 g, yield 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-a6ba8287dbca4f79b375dda3c3f8c672
Source noteuspto-grants-2010_06