Potassium Carbonate → HCID 15549282, Verbindung

HRID 351926

Reaktionsgleichung

Reaktionsgleichung von HRID 351926
[C:1]1([CH:7]([C:14]2[C:22]3[C:17](=[CH:18][C:19]([OH:23])=[CH:20][CH:21]=3)[NH:16][CH:15]=2)[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:25][CH2:26][CH2:27][OH:28].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:1]1([CH:7]([C:14]2[C:22]3[C:17](=[CH:18][C:19]([O:23][CH2:25][CH2:26][CH2:27][OH:28])=[CH:20][CH:21]=3)[NH:16][CH:15]=2)[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 15549281Ethyl 3-phenyl-3-(6-hydroxyindol-3-yl)propionate

Produkt 1

HCID 15549282HCID 15549282, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

1.2 g (3.88 mmol) of 4 are refluxed overnight in 30 ml of acetone together with 0.66 ml (7.6 mmol) of 3-bromo-1-propanol and 2.1 g (15.2 mmol) of potassium carbonate. After cooling, the insoluble residue is filtered off, and the filtrate is evaporated. The crude product can be purified by chromatography on silica gel (eluent gradient toluene/acetone 9:1→4:1), giving ethyl 3-phenyl-3-[6-(3-hydroxypropoxy)indol-3-yl]propionate.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe insoluble residue is filtered off
  3. customthe filtrate is evaporated
  4. customThe crude product can be purified by chromatography on silica gel (eluent gradient toluene/acetone 9:1→4:1)

Quellen und Nachweise

ORD-Eintrag
ord-65df8d02bc2e4336aa6a4165735b371b
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06743810B2

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