Triethylamine → HCID 86699388, Verbindung

HRID 1777509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1777509
C(N(CC)CC)C.[Cl:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH:13]=[C:12]2[CH2:18][NH2:19].[Cl:20][CH2:21][C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=1>ClCCl>[Cl:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH:13]=[C:12]2[CH2:18][NH:19][C:26](=[O:27])[C:25]1[CH:29]=[CH:30][C:22]([CH2:21][Cl:20])=[CH:23][CH:24]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 701364-(Chloromethyl)benzoyl chlorideHCID 21281458(5-Chloro-1H-indol-3-yl)methanamine

Produkt 1

HCID 86699388HCID 86699388, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Triethylamine (0.152 mL; 1.08 mmol) was added at 0° C. to a mixture of (5-chloro-1H-indol-3-yl)methanamine (0.150 g; 0.830 mmol) and 4-(chloromethyl)benzoyl chloride (0.170 g; 0.872 mmol) in dichloromethane (12 mL). The mixture was stirred for 15 minutes at room temperature and was evaporated to dryness. The residue was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in dichloromethane) to furnish 0.262 g (95%) of N-((5-chloro-1H-indol-3-yl)methyl)-4-(chloromethyl)benzamide as a white solid.

Aufarbeitung

  1. customwas evaporated to dryness
  2. customThe residue was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-a0290a5606ce4468af267f6b8b8a586e
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266832B2

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