Acetic Acid → HCID 22329262, Verbindung

HRID 586834Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 586834
[C:1](O)(=[O:3])C.C(O)=O.[Br:8][C:9]1[CH:10]=[CH:11][C:12]2[NH:18][CH2:17][CH2:16][C:15]([C:19]([O:21][CH3:22])=[O:20])=[CH:14][C:13]=2[CH:23]=1>C1COCC1>[Br:8][C:9]1[CH:10]=[CH:11][C:12]2[N:18]([CH:1]=[O:3])[CH2:17][CH2:16][C:15]([C:19]([O:21][CH3:22])=[O:20])=[CH:14][C:13]=2[CH:23]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 284Formic AcidHCID 22328963Methyl 7-bromo-2,3-dihydro-1H-1-benzazepine-4-carboxylate

Produkt 1

HCID 22329262HCID 22329262, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To anhydrous acetic acid (0.84 ml) was added dropwise formic acid (0.4 ml), under ice-cooling, and the mixture was stirred, under nitrogen atmosphere, at 50° C. for 2 hours. To the mixture was added THF (5 ml), and to the mixture was added dropwise, under ice-cooling, a solution of methyl 7-bromo-2,3-dihydro-1H-1-benzazepine-4-carboxylate (1.0 g) in THF (15 ml). The mixture was stirred at room temperature overnight. The solvent was evaporated, and to the residue was added water. The mixture was extracted with ethyl acetate. The organic layer was washed with sodium hydrogen carbonate solution, water and saturated brine and dried with anhydrous magnesium sulfate. The solvent was evaporated to give methyl 7-bromo-1-formyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (1.07 g) as colorless crystals.

Aufarbeitung

  1. temperatureunder ice-cooling
  2. additionto the mixture was added dropwise, under ice-
  3. temperaturecooling
  4. stirringThe mixture was stirred at room temperature overnight
  5. customThe solvent was evaporated
  6. additionto the residue was added water
  7. extractionThe mixture was extracted with ethyl acetate
  8. washThe organic layer was washed with sodium hydrogen carbonate solution, water and saturated brine
  9. dry with materialdried with anhydrous magnesium sulfate
  10. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-9183c04e28d14247864d37a6bd3f05d4
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936602B1

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