Propionyl chloride → 3-(N-propionyl-N-n-propylamino)chroman

HRID 1975762Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1975762
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[CH2:6]([NH:9][CH:10]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[O:12][CH2:11]1)[CH2:7][CH3:8]>C(Cl)Cl.[OH-].[Na+]>[C:1]([N:9]([CH:10]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[O:12][CH2:11]1)[CH2:6][CH2:7][CH3:8])(=[O:4])[CH2:2][CH3:3]

Komponenten

5

Edukt 2

HCID 62324Propionyl chlorideHCID 195921083-(N-n-propylamino)chroman

Produkt 1

HCID 108481013-(N-propionyl-N-n-propylamino)chromanAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Propionyl chloride (2.8 g, 29 mmol) was added to a mixture of 15 (1.2 g, 6.4 mmol) in CH2Cl2 and 5% aqueous NaOH. The mixture was stirred for 30 min and separated. The organic layer was extracted with water, separated and dried (MgSO4). The crude product was chromatographed (SiO2) with light petroleum-ether (2:1) as eluant yielding 0.98 g (62%) of 3-(N-propionyl-N-n-propylamino)chroman (16).

Aufarbeitung

  1. customseparated
  2. extractionThe organic layer was extracted with water
  3. customseparated
  4. dry with materialdried (MgSO4)
  5. customThe crude product was chromatographed (SiO2) with light petroleum-ether (2:1) as eluant

Quellen und Nachweise

ORD-Eintrag
ord-102627aca7b4441bac4d72d68df5c88a
Quelldatensatz
uspto-grants-1994_02
Patentnummer
US05288748

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