Reaktion #46587

ord-bae101756cb74c45be3bb65c88d4d3f8

Reaktionsgleichung

O
H2O
CNCc1c(C)[nH]c2ccccc12
2-methyl-3-(methylaminomethyl)indole
CCN(CC)CC
triethylamine
C=CC(=O)Cl
acryloyl chloride
C=CC(=O)N(C)Cc1c(C)[nH]c2ccccc12
title compound
C=CC(=O)N(C)Cc1c(C)[nH]c2ccccc12
N-Methyl-N-(2-methyl-1H-indol-3-ylmethyl)acrylamide

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe layers were separated
  2. 2
    WaschenThe organic fraction was washed with H2O (100 mL)
  3. 3
    Trocknendried over Na2SO4
  4. 4
    EinengenConcentration under vacuum

Vorschrift

To a solution of 2-methyl-3-(methylaminomethyl)indole (1.5 g, 8.6 mmole) and triethylamine (1.7 g, 17.3 mmole) in CH2Cl2 at 5° C. under a nitrogen atmosphere was added acryloyl chloride (0.86 g, 9.48 mmole). After 1 hr the reaction solution was poured into H2O (100 mL) and the layers were separated. The organic fraction was washed with H2O (100 mL) followed by brine and then dried over Na2SO4. Concentration under vacuum gave the title compound as an orange oil which solidified under high vacuum: MS (ES) m/e 457 (2M+H)+. This material was used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07741339B2uspto-grants-2010_06