تفاعل #2460291

معادلة التفاعل

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

acetic anhydride

sulfuric acid

→

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

المذيبات

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled to ambient and
2. 2
   استخلاصThe aqueous phase was extracted twice with dichloromethane
3. 3
   غسيلthe combined organic extracts were washed with water
4. 4
   تجفيفThe solution was dried (Na2SO4)
5. 5
   تركيزconcentrated deposit a brown solid
6. 6
   أخرىThe product was purified by column chromatography
7. 7
   أخرىto provide 3.5 g (76% of theory) of a white solid

الإجراء التجريبي

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).

المصدر