Réaction #1531955

Équation de réaction

Methyl iodide

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

diethyl ether

→

product

Rendement 79.0%

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

Rendement 79.0%

Solvants

sulfolan

Conditions de réaction

Traitement

1. 1
   Températurecooled to room temperature
2. 2
   AutreThe crude reaction mixture
3. 3
   Filtrationthe precipitate was collected by filtration
4. 4
   Autredried in vacuo

Mode opératoire

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).

Source