반응 #84865

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2-bromo-1-(4-bromo-3,5-dimethoxyphenyl)propan-1-one

formamide

EtOAc

NaHCO3

→

4-(4-bromo-3,5-dimethoxyphenyl)-5-methyloxazole

수율 55.0%

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후처리

1. 1
   추출It was then extracted with EtOAc twice
2. 2
   세척the combined organics were washed with H2O and brine
3. 3
   건조dried over Na2SO4
4. 4
   농축concentrated
5. 5
   기타Purification by chromatography (30% EtOAc-hexanes)

실험 절차

A solution of 2-bromo-1-(4-bromo-3,5-dimethoxyphenyl)propan-1-one (1.07 g, 3.04 mmol) in formamide (10 mL) in an oven-dried flask under argon was heated at 110° C. for 16 hrs. After cooling to room temp, EtOAc and saturated aqueous NaHCO3 were carefully added and the mixture was stirred for 15 minutes. It was then extracted with EtOAc twice and the combined organics were washed with H2O and brine, dried over Na2SO4 and concentrated. Purification by chromatography (30% EtOAc-hexanes) gave 4-(4-bromo-3,5-dimethoxyphenyl)-5-methyloxazole as a yellow solid (0.496 g, 55% yield).

출처