Dimethylformamide → HCID 9799569, Verbindung

HRID 478684Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 478684
[OH:1][C:2]1[CH:3]=[C:4]2[O:24][C:23]([CH3:26])([CH3:25])[CH:22]=[CH:21][C:5]2=C2[C:15]=1[C:14](=[O:16])[C:13]1[CH:12]=[C:11]3[CH:17]=[CH:18][CH:19]=[CH:20][C:10]3=[CH:9]C=1N2.[H-].[Na+].S(OC)(O[CH3:33])(=O)=O.[CH3:36][N:37]([CH3:40])[CH:38]=O>>[CH3:33][O:1][C:2]1[CH:3]=[C:4]2[O:24][C:23]([CH3:26])([CH3:25])[CH:22]=[CH:21][C:5]2=[C:36]2[C:15]=1[C:14](=[O:16])[C:13]1[CH:12]=[C:11]3[CH:17]=[CH:18][CH:19]=[CH:20][C:10]3=[CH:9][C:38]=1[N:37]2[CH3:40]

Komponenten

5

Edukt 4

HCID 6228DimethylformamideHCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 10665070HCID 10665070, Verbindung

Produkt 1

HCID 9799569HCID 9799569, Verbindung

Versuchsvorschrift

To a solution of 0.5 g of the product obtained in Step B in 20 ml of anhydrous dimethylformamide there are slowly added, at 0° C., under an inert atmosphere, 0.16 g of sodium hydride and then, after 15 minutes, 0.65 ml of dimethyl sulphate (6 equivalents). After 1 hour, the reaction mixture is hydrolysed using ice and is then extracted with ethyl acetate. After washing the organic phase with aqueous sodium hydroxide solution, it is dried over sodium sulphate and then evaporated in vacuo. Chromatography over silica gel (cyclohexane/acetone: 98/2) allows 0.42 g of the expected product to be obtained. Melting point: 188° C.

Aufarbeitung

  1. waitAfter 1 hour
  2. extractionis then extracted with ethyl acetate
  3. washAfter washing the organic phase with aqueous sodium hydroxide solution, it
  4. dry with materialis dried over sodium sulphate
  5. customevaporated in vacuo
  6. customto be obtained

Quellen und Nachweise

ORD-Eintrag
ord-5f6fa2158dde48a69058e58af666f5fb
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06642248B2

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