反应 #417965

反应方程式

Acetic anhydride

5-amino-2-methyl phenol

3-bromophenetole

Cs2CO3

→

product 18a

N-[4-methyl-3-(2-phenoxy-ethoxy)-phenyl]-acetamide

溶剂

acetic acid

water

DMF

反应条件

后处理

1. 1
   温度the reaction was refluxed for 5 mins
2. 2
   过滤It was filtered off
3. 3
   洗涤washed with water (4 mL)
4. 4
   其他dried
5. 5
   其他to obtain the product along with the trace amount of O-acylated product
6. 6
   萃取extracted with ethyl acetate (3×20 mL)
7. 7
   干燥The combined extracts were dried over sodium sulfate
8. 8
   其他recrystallized from toluene

实验过程

Acetic anhydride (1.25 mL, 12.2 mmol) was added to a solution of 5-amino-2-methyl phenol (1.0 g, 8.1 mmol) in acetic acid (6 mL), and the reaction was refluxed for 5 mins. Then the reaction mixture was cooled to room temperature and the product was solidified. It was filtered off and washed with water (4 mL) and dried to obtain the product along with the trace amount of O-acylated product. The mixture, to which was added 3-bromophenetole (1.33 g, 6.6 mmol) and Cs2CO3 (2.927 g, 9.0 mmol) in DMF (10 mL), was stirred overnight at 50° C. The reaction mixture was then diluted with water (10 mL) and extracted with ethyl acetate (3×20 mL). The combined extracts were dried over sodium sulfate and recrystallized from toluene to obtain the pure product 18a in 65% (yield over two steps) as an off-white solid.

来源