反应 #2460291

反应方程式

2,4-di-(tert-amyl)phenoxybenzoic acid

acetic anhydride

sulfuric acid

→

2,4-di-(tert-amyl)xanthen-9-one

溶剂

反应条件

后处理

1. 1
   温度The reaction mixture was cooled to ambient and
2. 2
   萃取The aqueous phase was extracted twice with dichloromethane
3. 3
   洗涤the combined organic extracts were washed with water
4. 4
   干燥The solution was dried (Na2SO4)
5. 5
   浓缩concentrated deposit a brown solid
6. 6
   其他The product was purified by column chromatography
7. 7
   其他to provide 3.5 g (76% of theory) of a white solid

实验过程

Finally, 2,4-di-(tert-amyl)xanthen-9-one (S-13) was prepared. To a suspension of 2,4-di-(tert-amyl)phenoxybenzoic acid (4.8 g, 13.6 mmol) in acetic anhydride (27.7 g, 272 mmol) was added dropwise sulfuric acid (1.33 g, 13.6 mmol), and then the mixture was held at 80° C. for 3 h. The reaction mixture was cooled to ambient and poured into 100 mL of ice water. The aqueous phase was extracted twice with dichloromethane, and the combined organic extracts were washed with water and then with brine. The solution was dried (Na2SO4) and concentrated deposit a brown solid. The product was purified by column chromatography to provide 3.5 g (76% of theory) of a white solid. 1H NMR (CDCl3): δ 0.75 (t, 6H), 1.3 (s, 6H), 1.4 (s, 6H), 1.65 (q, 2H), 1.80 (q, 2H), 3.85 (s, 3H), 6.80 (d, 2H), 7.15 (m, 2H), 7.35 (br s, 1H), 7.45 (t, 1H), 8.2 (d, 1H).

来源