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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21231Generated: October 27, 2026

Dimethylformamide → 3-Hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone

https://huagongshe.com/reaction/21231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
ReactantN-(2-Phenylpropan-2-yl)benzamideHCID 13051953—
SolventTetrahydrofuranHCID 8028—
Product3-Hydroxy-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 1098924297%

Reaction Steps

In a similar manner to Step 2 of Example 16. N-(1-methyl-1-phenylethyl)benzamide (5.00 g, 20.9 mmol) was dissolved in THF (200 mL), and the solution was treated with TMEDA (10.0 mL, 66.9 mmol), sec-butyl lithium-hexane solution (1.01 mol/L, 66.0 mL, 66.9 mmol) and DMF (3.60 mL, 46.0 mmol), followed by purification by slurry using diisopropylether to obtain 3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (5.40 g, yield 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-aeb0bc5aa9254bc8b8d75b96b970ae4c
Source noteuspto-grants-2010_06