Benzyl Bromide → 1-Benzyl-6-methyl-isatoic anhydride

HRID 36041

Reaktionsgleichung

Reaktionsgleichung von HRID 36041
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[NH:12][C:11](=[O:13])[O:10][C:8](=[O:9])[C:7]=12.[H-].[Na+].[H][H].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C=O)C>[CH2:18]([C:7]12[C:2]([CH3:1])=[CH:3][CH:4]=[CH:5][CH:6]1[NH:12][C:11](=[O:13])[O:10][C:8]2=[O:9])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

6

Edukt 4

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 104875225-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dioneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 867464321-Benzyl-6-methyl-isatoic anhydride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel3×

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

A solution of 6-methyl-isatoic anhydride (4.5 gm) in DMF (30 ml) was added dropwise to a stirred suspension of 60% sodium hydride (1.0 gm) in DMF (20 ml) under nitrogen atmosphere. The reaction was then warmed to 45° C. and stirred until hydrogen evolution ceased. It was then cooled and a solution of benzyl bromide (4.4 gm) in DMF (10 ml) was added slowly. Stirring was continued for one hour at room temperature and the solution was then evaporated under reduced pressure at 45° C. The resulting solid was suspended in methylene chloride, the insoluble inorganic solid was removed by filtration and the filtrate was evaporated to give 1-benzyl-6-methyl-isatoic anhydride as a crystalline solid.

Aufarbeitung

  1. temperatureIt was then cooled
  2. customthe solution was then evaporated under reduced pressure at 45° C
  3. customthe insoluble inorganic solid was removed by filtration
  4. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-4c452b40dc494b31bb3fc9080edf4bf9
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05412104

Verknüpfte Notizen

Wird geladen…