Реакция #1531955

Уравнение реакции

Methyl iodide

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

diethyl ether

→

product

Выход 79.0%

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

Выход 79.0%

Растворители

sulfolan

Условия реакции

Обработка

1. 1
   Температураcooled to room temperature
2. 2
   ДругоеThe crude reaction mixture
3. 3
   Фильтрацияthe precipitate was collected by filtration
4. 4
   Другоеdried in vacuo

Методика

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).

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