Реакция #11507

Уравнение реакции

water

2-methylindol-4-yloxyacetic acid

potassium carbonate

allyl bromide

→

title compound

2-Methylindol-4-yloxyacetic acid allyl ester

Растворители

ethyl acetate

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   Другоеseparated
2. 2
   ЭкстракцияThe aqueous layer was extracted with ethyl acetate
3. 3
   ПромывкаThe combined organic layer was washed with water
4. 4
   Сушкаa saturated aqueous solution of sodium chloride, successively, dried
5. 5
   Концентрированиеconcentrated under reduced pressure
6. 6
   ДругоеThe residue was purified by column chromatography on silica gel (n-hexane-ethyl acetate)

Методика

To a solution of 2-methylindol-4-yloxyacetic acid (2 g) in N,N-dimethylformamide (20 ml) was added anhydrous potassium carbonate (2.02 g) and allyl bromide (1.27 ml), and the mixture was stirred at 80° C. for 2 hours. To the reaction mixture was added water and ethyl acetate, then separated. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with water and a saturated aqueous solution of sodium chloride, successively, dried and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (n-hexane-ethyl acetate) to give the title compound (1.88 g) having the following physical data.

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