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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 21075Erstellt: 24. Oktober 2026

Dimethylformamide → 4-Methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone

https://huagongshe.com/de/reaction/21075

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktN,N,N',N'-TetramethylethylenediamineHCID 8037—
Edukt3-methoxy-N-(1-methyl-1-phenylethyl)benzamideHCID 47444752—
EduktHCID 178444656HCID 178444656—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 6848863666%
Produkt6-Methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinoneHCID 6849078917%

Reaktionsschritte

In a similar manner to Step 2 of Example 16, 3-methoxy-N-(1-methyl-1-phenylethyl)benzamide (6.00 g, 22.3 mmol) was dissolved in THF (240 mL), and the solution was treated with TMEDA (10.8 mL, 71.3 mmol), sec-butyllithium-hexane solution (0.99 mol/L, 72.0 mL, 71.3 mmol) and DMF (3.80 mL, 49.0 mmol), followed by purification by flash column chromatography (hexane/ethyl acetate=2/1, 1/1) to obtain 4-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (4.36 g, yield 66%) and 6-methoxy-3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (1.12 g, yield 17%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745641B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-8cd850c47c0343f19ddfb866a180154c
Quellennotizuspto-grants-2010_06