Reacción #1531955

Ecuación de reacción

Methyl iodide

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

diethyl ether

→

product

Rendimiento 79.0%

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

Rendimiento 79.0%

Disolventes

sulfolan

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled to room temperature
2. 2
   OtroThe crude reaction mixture
3. 3
   Filtraciónthe precipitate was collected by filtration
4. 4
   Otrodried in vacuo

Procedimiento

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).

Fuente