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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21258Generated: November 1, 2026

Dimethylformamide → HCID 68491896, compound

https://huagongshe.com/reaction/21258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
Reactant3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamideHCID 68489070—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68491896HCID 6849189698.1%

Reaction Steps

In a similar manner to Step 2 of Example 16, 3-chloro-4-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide (2.83 g, 8.48 mmol) was dissolved in THF (110 mL), and the solution was treated with TMEDA (4.10 mL, 27.2 mmol), sec-butyl lithium-hexane solution (1.01 mol/L, 27.0 mL, 27.2 mmol) and DMF (1.40 mL, 18.1 mmol), followed by purification by flash column chromatography (chloroform/methanol=100/0 to 97/3) to obtain 4-chloro-5-methoxymethoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (3.01 g, yield 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-941472ff682f42a9802c9787091ea640
Source noteuspto-grants-2010_06