反応 #2028877

反応方程式

acetyl chloride

Aluminum chloride

2-fluoroanisole

→

3′-fluoro-4′-methoxyacetophenone

溶媒

chloroform

反応条件

後処理

1. 1
   その他fitted with a mechanical stirrer
2. 2
   温度cooled by means of an ice bath
3. 3
   温度maintaining the temperature between 5°-10° C
4. 4
   その他The resultant layers were separated
5. 5
   抽出the aqueous layer was extracted with methylene chloride (2×250 mL)
6. 6
   洗浄The combined organic layers were washed with water (2×150 mL)
7. 7
   乾燥dried over magnesium sulfate
8. 8
   濃縮concentrated to 300 mL
9. 9
   その他Hexanes crystallized from the mixture

実験手順

Aluminum chloride (80.0 g, 0.6 mol) and chloroform (750 mL) were placed in a 2 L three-necked round bottom flask fitted with a mechanical stirrer and cooled by means of an ice bath. To the stirred solution was added acetyl chloride (51.0 g, 0.65 mol) dropwise, maintaining the temperature between 5°-10° C. The mixture was allowed to stir for 10 minutes at 5° C. before the dropwise addition at 5°-10° C. of 2-fluoroanisole (63.06 g, 0.5 mol. The mixture was stirred at 0°-10° C. for 1 hour and poured into ice (1 L). The resultant layers were separated and the aqueous layer was extracted with methylene chloride (2×250 mL). The combined organic layers were washed with water (2×150 mL), dried over magnesium sulfate, and concentrated to 300 mL. Hexanes crystallized from the mixture: mp 92°-94° C.; 1H NMR (d6-DMSO) 7.8 (m, 2H), 7.3 (t, J=8.7Hz, 1H), 3.9 (s, 3H), 2.5 (s, 3H).

出典