反応 #2166335

反応方程式

1g

2-{3-[(4-carbamimidoylphenylamino)-(2-fluoro-4,5-dimethoxyphenyl)methyl]5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}benzoic Acid trifluoroacetate

sodium hydride

DMF

bromochloromethane

sodium iodide

ammonium chloride

→

6-bromo-8-ethoxy-4H-benzo[1,3]dioxine

溶媒

ethyl acetate

反応条件

後処理

1. 1
   温度while cooling on ice
2. 2
   workup.STIRRINGwas stirred at 80° C. for 6 hours under a hydrogen atmosphere
3. 3
   乾燥The organic layer was dried over anhydrous magnesium sulfate
4. 4
   ろ過The desiccating agent was filtered off
5. 5
   濃縮the filtrate was concentrated under reduced pressure
6. 6
   その他The residue was purified by silica gel column chromatography (ethyl acetate-heptane)

実験手順

To a solution of this compound in 40 ml of DMF there was added 1g of sodium hydride (60% oily suspension) while cooling on ice, and the mixture was stirred at room temperature for 30 minutes. After then adding 1 ml of bromochloromethane and 0.25 g of sodium iodide to the reaction mixture, it was stirred at 80° C. for 6 hours under a hydrogen atmosphere. Saturated aqueous ammonium chloride was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give 6-bromo-8-ethoxy-4H-benzo[1,3]dioxine (1.62 g).

出典