Реакция #167310

Уравнение реакции

1-[4-Fluoro-3-(1-hydroxyimino-ethyl)-phenyl]-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

NaH

MeOH

→

product

Выход 14.5%

1-(3-Methyl-benzo[d]isoxazol-5-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

Выход 14.5%

Растворители

CHCl3

DMF

DMF

Условия реакции

Обработка

1. 1
   ДругоеThe reaction mixture was partitioned between ethylacetate and ice water
2. 2
   ПромывкаThe organic layer was washed with brine solution
3. 3
   Сушкаdried over Na2SO4
4. 4
   Концентрированиеconcentrated
5. 5
   ДругоеPurification by column chromatography on silica gel (1% MeOH in CHCl3)

Методика

1-[4-Fluoro-3-(1-hydroxyimino-ethyl)-phenyl]-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (220 mg, 0.670 mmol) in DMF (5 mL) was added to a stirred mixture of NaH (19 mg, 0.804 mmol) in DMF (2 mL) under nitrogen atmosphere at 0° C. The resulting mixture was stirred at room temperature for 21 hours. The reaction was monitored by TLC (10% MeOH in CHCl3). The reaction mixture was partitioned between ethylacetate and ice water. The organic layer was washed with brine solution, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (1% MeOH in CHCl3) afforded 28 mg of the product (14.5% yield).

Источник