Pyridine → [2-(1H-Indol-3-yl)-1-methylethyl]carbamic acid phenyl ester

HRID 346812Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 346812
[C:1]1([O:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.[NH:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([CH2:26][CH:27]([NH2:29])[CH3:28])=[CH:18]1>C(Cl)Cl>[C:1]1([O:7][C:8](=[O:9])[NH:29][CH:27]([CH3:28])[CH2:26][C:19]2[C:20]3[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=3)[NH:17][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 9287(+-)-alpha-MethyltryptamineHCID 15891Phenyl chloroformate

Produkt 1

HCID 69217046[2-(1H-Indol-3-yl)-1-methylethyl]carbamic acid phenyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Chloroformic acid phenyl ester (760 μl, 6.03 mmol.) and pyridine (510 μl, 6.31 mmol.) were added to a solution of rac. 2-(1H-indol-3-yl)-1-methylethylamine (1.0 g, 5.74 mmol.) in abs. DCM (20 ml), and stirring was carried out for 24 h at RT. For working up, the mixture was washed with water (2×20 ml), with 1M HCl (2×20 ml) and with 1M NaOH (2×20 ml), then dried, filtered and concentrated. [2-(1H-Indol-3-yl)-1-methylethyl]carbamic acid phenyl ester was obtained in the form of a white solid in a yield of 1.35 g.

Aufarbeitung

  1. washthe mixture was washed with water (2×20 ml), with 1M HCl (2×20 ml) and with 1M NaOH (2×20 ml)
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-fefc4f36203e46ea939e8668f8354309
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07173045B2

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