Реакция #2460291

Уравнение реакции

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

acetic anhydride

sulfuric acid

→

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

Растворители

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was cooled to ambient and
2. 2
   ЭкстракцияThe aqueous phase was extracted twice with dichloromethane
3. 3
   Промывкаthe combined organic extracts were washed with water
4. 4
   СушкаThe solution was dried (Na2SO4)
5. 5
   Концентрированиеconcentrated deposit a brown solid
6. 6
   ДругоеThe product was purified by column chromatography
7. 7
   Другоеto provide 3.5 g (76% of theory) of a white solid

Методика

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).

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