反応 #84865

反応方程式

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

formamide

EtOAc

NaHCO3

→

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

収率 55.0%

反応条件

後処理

1. 1
   抽出It was then extracted with EtOAc twice
2. 2
   洗浄the combined organics were washed with H2O and brine
3. 3
   乾燥dried over Na2SO4
4. 4
   濃縮concentrated
5. 5
   その他Purification by chromatography (30% EtOAc-hexanes)

実験手順

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).

出典