1,4-Dibromobutane → 3-(2-Pyrrolidin-1-ylethyl)anisole

HRID 35600

Reaktionsgleichung

Reaktionsgleichung von HRID 35600
C(=O)([O-])[O-].[Na+].[Na+].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][NH2:17])[CH:12]=[CH:13][CH:14]=1.Br[CH2:19][CH2:20][CH2:21][CH2:22]Br>C1(C)C(C)=CC=CC=1>[N:17]1([CH2:16][CH2:15][C:11]2[CH:10]=[C:9]([O:8][CH3:7])[CH:14]=[CH:13][CH:12]=2)[CH2:22][CH2:21][CH2:20][CH2:19]1

Komponenten

5

Edukt 3

HCID 80561,4-DibromobutaneHCID 10340Sodium CarbonateHCID 748663-Methoxyphenethylamine

Produkt 1

HCID 183650073-(2-Pyrrolidin-1-ylethyl)anisole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

A stirred suspension of anhydrous sodium carbonate (0.923 g), 2-(3-methoxyphenyl)ethylamine (0.5 g) and 1,4-dibromobutane (0.43 ml) in dry xylene (5.5 ml) was heated under reflux for 16 hours. The reaction mixture was allowed to cool to room temperature and was filtered. The filtrate was extracted with 5N hydrochloric acid. The acidic extracts were washed with ether and then basified with 5N sodium hydroxide solution and extracted with ether. The ether extracts were washed with water, dried and the ether removed by evaporation to give 3-(2-pyrrolidin-1-ylethyl)anisole.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 16 hours
  3. filtrationwas filtered
  4. extractionThe filtrate was extracted with 5N hydrochloric acid
  5. washThe acidic extracts were washed with ether
  6. extractionextracted with ether
  7. washThe ether extracts were washed with water
  8. customdried
  9. customthe ether removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-dc7075a1af0549cfa7884368ccc5eb71
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04767769

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