N-Methylphthalimide → 2-(2-(4-methoxyphenyl)acetyl)-N-methylbenzamide

HRID 227758Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 227758
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([CH2:7][Mg]Cl)=[CH:5][CH:4]=1.[CH3:12][N:13]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]1=[O:23]>C1COCC1>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([CH2:7][C:21]([C:20]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:14]([NH:13][CH3:12])=[O:23])=[O:22])=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 11074N-MethylphthalimideHCID 178490607HCID 178490607, Verbindung

Produkt 1

HCID 667315312-(2-(4-methoxyphenyl)acetyl)-N-methylbenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

At 0° C., (4-methoxybenzyl)magnesium chloride (0.25 M in THF)(37 ml, 9.3 mmol) was added to 2-methylisoindoline-1,3-dione (1.00 g, 6.2 mmol) in THF (3.0 mL)(Reference: Synthetic Comm. 2004, 34(7), 1301-1308). The mixture was stirred at 0° C. for 5 minutes, then quenched with 10 mL of water. The reaction was warmed to RT and concentrated to yield 2-(2-(4-methoxyphenyl)acetyl)-N-methylbenzamide as a white solid (crude). The material was carried on to next step without further purification. MS m/z=284 [M+1]+. Calc'd for C17H17NO3: 283.33.

Aufarbeitung

  1. customquenched with 10 mL of water
  2. temperatureThe reaction was warmed to RT
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cafe702ce85848f291da2baa7c19e323
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560551B2

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