Реакция #1907319

Уравнение реакции

Potassium carbonate

4-Bromo-2,6-dimethyl-aniline

cyclopentylacetyl chloride

potassium carbonate

tetrahydrofuran

→

title compound

Выход 100.0%

N-(4-Bromo-2,6-dimethyl-phenyl)-2-cyclopentyl-acetamide

Выход 100.0%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураto reflux for 1 hour
2. 2
   Температураthe reaction mixture was refluxed for 1 hour
3. 3
   workup.ADDITIONpoured
4. 4
   ФильтрацияThe product was collected by filtration
5. 5
   Промывкаwashed with water (100 mL)

Методика

4-Bromo-2,6-dimethyl-aniline (4.3 g) and cyclopentylacetyl chloride (3.46 g) were mixed in acetonitrile (50 mL) and tetrahydrofuran (20 mL) and the reaction mixture was heated to reflux for 1 hour. Potassium carbonate (4.5 g) was added and the reaction mixture was refluxed for 1 hour and then poured onto crushed ice and saturated aqueous potassium carbonate (50 mL). The product was collected by filtration and washed with water (100 mL) to furnish 6.6 g (100% yield) of the title compound as a solid. LC-MS (m/z) 311 (MH+); tR=3.07, (UV, ELSD) 100%, 100%. 1H NMR (500 MHz, DMSO-d6): 1.21 (m, 2H), 1.52 (m, 2H), 1.61 (m, 2H), 1.77 (m, 2H), 2.11 (s, 6H), 2.25 (m, 1H), 2.31 (d, 2H), 7.27 (s, 2H), 9.23 (s, 1H).

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