Reacción #163638

Ecuación de reacción

3-Nitrophenol

methyl 5-(chloromethyl)-2-furoate

K2CO3

→

desired product

Rendimiento 90.8%

4-(4-nitrophenoxymethyl)-2-methoxycarbonyl-furan

Rendimiento 90.8%

Disolventes

acetone

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was cooled
2. 2
   FiltraciónThe resultant white solid was filtered
3. 3
   Lavadowashed with water and air
4. 4
   Otrodried overnight

Procedimiento

3-Nitrophenol (1.0 g, 7.19 mmole), methyl 5-(chloromethyl)-2-furoate (1.38 g, 7.90 mmole) and anhydrous K2CO3 (1.19 g, 8.60 mmole) in acetone (30 mL) were refluxed for 8 h. The reaction mixture was cooled and diluted with water. The resultant white solid was filtered, washed with water and air dried overnight to give 1.81 g (90%) of the desired product. 1H NMR (CDCl3): δ 7.86 (dd, 1H, J=2.3 and 8.2 Hz), 7.80 (t, 1H, J=2.3 Hz), 7.45 (t, 1H, J=8.2 Hz), 7.27 (dd, 1H, J=2.3 and 8.2 Hz), 7.17 (d, 1H, J=3.5 Hz), 6.58 (d, 1H, J=3.5 Hz), 5.13 (s, 2H), 3.90 (s, 3H).

Fuente