Reaktion #1531955

Reaktionsgleichung

Methyl iodide

2,3,3-trimethyl-3H-indol-5-yl-acetic acid

diethyl ether

→

product

Ausbeute 79.0%

5-(Carboxymethyl)-1,2,3,3-tetramethyl-3H-indolium Iodide

Ausbeute 79.0%

Lösungsmittel

sulfolan

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   SonstigeThe crude reaction mixture
3. 3
   Filtrationthe precipitate was collected by filtration
4. 4
   Sonstigedried in vacuo

Vorschrift

Methyl iodide (3 ml, 48.19 mmol) was added to a solution of 2,3,3-trimethyl-3H-indol-5-yl-acetic acid (2.5 g, 11.52 mmol) in sulfolan (15 ml). The reaction was heated at 48° C. for 18 hours, then cooled to room temperature. The crude reaction mixture was added dropwise to an excess of diethyl ether and the precipitate was collected by filtration and dried in vacuo to obtain the product as a beige solid (3.27 g, 79% yield). 1H NMR (d6-DMSO): δH 7.85 (d, 1H), 7.70 (s, 1H), 7.50 (d, 1H), 3.95 (s, 3H), 3.75 (s, 2H), 2.75 (s, 3H), 1.50 (s, 6H). MALDI-TOF, m/z 232 (M+=232 for C14H18NO2).

Quelle