反应 #1563875

反应方程式

diazomethane

furan-2-carbonyl chloride

diazomethane

→

2-diazo-1-(furan-2-yl)ethanone

收率 49.0%

溶剂

ether

ether

反应条件

后处理

1. 1
   干燥dried over KOH
2. 2
   温度the resulting ethereal solution was cooled in an ice-salt bath
3. 3
   其他The solvent was evaporated to dryness (under an argon atmosphere
4. 4
   其他the water bath temperature below 25° C.
5. 5
   其他was purified by column chromatography
6. 6
   其他Evaporation of solvent

实验过程

N-Nitroso-N-methylurea (16.14 g, 61.53 mmol) was treated with a concentrated NaOH aqueous solution to produce diazomethane. The diazomethane was combined with dry ether (100 ml), dried over KOH, and the resulting ethereal solution was cooled in an ice-salt bath. A solution of furan-2-carbonyl chloride (1.6 g, 12.3 mmol) in dry ether (25 ml) was then added very slowly to the diazomethane solution. The reaction mixture was stirred overnight at room temperature. The solvent was evaporated to dryness (under an argon atmosphere, and keeping the water bath temperature below 25° C.), and the resulting crude material was purified by column chromatography using 230-400 mesh silica gel and 1% triethylamine in DCM solvent system. Evaporation of solvent yielded 2-diazo-1-(furan-2-yl)ethanone as a yellow oil (900 mg, 49%).

来源