反応 #1435709

反応方程式

Sulfuric acid

Sodium hydride

2-Acetylthiophene

Ethyl pentafluoropropionate

→

product

4,4,5,5,5-Pentafluoro-1-(2-thienyl)-1,3-pentanedione

溶媒

toluene

反応条件

後処理

1. 1
   workup.WAITthe stirring was continued overnight
2. 2
   その他the phases were separated
3. 3
   洗浄The organic phase was washed with water (50 ml) and it
4. 4
   その他was evaporated to dryness
5. 5
   workup.DISTILLATIONThe residue was distilled (b.p. 92–94° C./0.15 mbar)

実験手順

2-Acetylthiophene (4.3 ml) was dissolved in dry toluene (40 ml). Sodium hydride (60%, 3.2 g) was added slowly and the mixture was stirred for 15 minutes. Ethyl pentafluoropropionate (13.44 g) was added and the stirring was continued overnight. Sulfuric acid (10%, 50 ml) was added and the phases were separated. The organic phase was washed with water (50 ml) and it was evaporated to dryness. The residue was distilled (b.p. 92–94° C./0.15 mbar) to give the product (9.0 g). 1H NMR (CDCl3): 6.50 (s, 1 H); 7.21 (dd, 1 H, J=3.9 & 4.9); 7.77 (dd, 1 H, J=1.1 & 4.9 Hz); 7.85 (dd, 1 H, J=1.1 & 3.9 Hz). IR (film): 1592 (C═O); 1202 (C—F).

出典