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Dimethylamine → HCID 21836659, Verbindung

HRID 1379843
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1379843
O1CCCCC1[O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N:21]=[C:22]=[O:23])=[CH:11][CH:10]=1.[CH3:24][NH:25][CH3:26]>CO>[OH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[NH:21][C:22]([N:25]([CH3:26])[CH3:24])=[O:23])=[CH:11][CH:10]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 21836704HCID 21836704, Verbindung

Produkt 1

HCID 21836659HCID 21836659, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of the crude intermediate from Step A in 4 mL of methanol was treated with 4 mL of 40% aqueous dimethylamine. After stirring at room temperature for 15 minutes, the reaction mixture was evaporated under vacuum and the residue dissolved in 4 mL of methanol and treated with 1 mL of 10% methanolic p-toluenesulfonic acid. After 15 minutes at room temperature, the reaction mixture was treated with saturated aqueous sodium bicarbonate. The mixture was diluted with water then extracted with methylene chloride. The organic layer was dried and evaporated under vacuum; the residue was purified by preparative thin layer chromatography on silica gel, eluting with hexane/ethyl acetate (2:1) to afford 133 mg of product.

Aufarbeitung

  1. customthe reaction mixture was evaporated under vacuum
  2. dissolutionthe residue dissolved in 4 mL of methanol
  3. additiontreated with 1 mL of 10% methanolic p-toluenesulfonic acid
  4. waitAfter 15 minutes at room temperature
  5. additionthe reaction mixture was treated with saturated aqueous sodium bicarbonate
  6. additionThe mixture was diluted with water
  7. extractionthen extracted with methylene chloride
  8. customThe organic layer was dried
  9. customevaporated under vacuum
  10. customthe residue was purified by preparative thin layer chromatography on silica gel
  11. washeluting with hexane/ethyl acetate (2:1)

Quellen und Nachweise

ORD-Eintrag
ord-477e5ff3e9b74314bc6fe6d74ad39171
Quelldatensatz
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05672596

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