反応 #349403

反応方程式

product

2-bromo-5-(2-hydroxyethyl)-3-phenylbenzofuran

dinitrogen tetraoxide

dinitrogen tetraoxide

cyclohexene-4-carboxylic acid

→

5-(2-hydroxyethyl)-2-nitro-3-phenylbenzofuran

溶媒

chloroform

chloroform

chloroform

反応条件

後処理

1. 1
   洗浄The mixture is washed twice with water, twice with saturated sodium bicarbonate solution and twice again with water
2. 2
   その他dried
3. 3
   その他Evaporation to dryness
4. 4
   その他provides a residue which
5. 5
   その他is recrystallized from aqueous ethanol

実験手順

The product from step B is mixed with 8.83 g. (0.07 mole) of cyclohexene-4-carboxylic acid in 175 ml. of chloroform, and 6.5 g. (0.07 mole) of dinitrogen tetraoxide in 15 ml. of chloroform is added dropwise. After 30 minutes an additional 1.0 g. of dinitrogen tetraoxide in 5 ml. of chloroform is added, and the mixture is stirred for about 18 hours. The mixture is washed twice with water, twice with saturated sodium bicarbonate solution and twice again with water, then dried. Evaporation to dryness provides a residue which is recrystallized from aqueous ethanol, then benzene, to provide 5-(2-hydroxyethyl)-2-nitro-3-phenylbenzofuran as a yellow solid, m.p. 169°-173° C.

出典