Ethyl Bromide → HCID 20537465, Verbindung

HRID 1155695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1155695
Cl.[NH:2]1[C:10]2[C:5](=[C:6]([C:11]3([OH:17])[CH2:16][CH2:15][CH2:14][NH:13][CH2:12]3)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3]1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:24](Br)[CH3:25]>CN(C)C=O.O>[CH2:24]([N:13]1[CH2:14][CH2:15][CH2:16][C:11]([C:6]2[CH:7]=[CH:8][CH:9]=[C:10]3[C:5]=2[CH:4]=[CH:3][NH:2]3)([OH:17])[CH2:12]1)[CH3:25]

Komponenten

6

Edukt 3

HCID 6332Ethyl BromideHCID 10340Sodium CarbonateHCID 12900686HCID 12900686, Verbindung

Produkt 1

HCID 20537465HCID 20537465, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 10 g of 3-(1H-indol-4-yl)-3-piperidinol hydrochloride in 200 ml of dimethylformamide was agitated for 4 hours under an inert atmosphere with 13.44 g of sodium carbonate and 4.2 ml of ethyl bromide. The mixture was taken up in water and was extracted with ethyl acetate. The organic phase was washed with water, dried, filtered and evaporated to dryness under reduced pressure at 50° C. The residue was purified by chromatography over silica and eluted with a 6-3-1 mixture of cyclohexane-chloroform-triethylamine to obtain 6.6 g of 1-ethyl-3-(1H-indol-4-yl)-3-piperidinol which was used as is for the following step.

Aufarbeitung

  1. extractionwas extracted with ethyl acetate
  2. washThe organic phase was washed with water
  3. customdried
  4. filtrationfiltered
  5. customevaporated to dryness under reduced pressure at 50° C
  6. customThe residue was purified by chromatography over silica
  7. washeluted with a 6-3-1 mixture of cyclohexane-chloroform-triethylamine

Quellen und Nachweise

ORD-Eintrag
ord-095436143ccf47efa670d306dab120ff
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04332808

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