Реакция #66036

Уравнение реакции

acetyl chloride

AlCl3

1-(4-carbazol-9-yl-phenyl)-ethanone

p-fluorobenzoyl chloride

AlCl3

→

1-{4-[3-Acetyl-6-(4-fluoro-benzoyl)-carbazol-9-yl]-phenyl}-ethanone

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe mixture is stirred at room temperature overnight
2. 2
   Экстракцияthe crude product is extracted twice with CH2Cl2
3. 3
   ПромывкаThe combined organic layer is washed with H2O and brine
4. 4
   Сушкаdried over MgSO4
5. 5
   Концентрированиеconcentrated
6. 6
   Другоеto give the residue, which
7. 7
   Другоеis purified
8. 8
   Промывкаby washing with hot TBME (tert-butyl methyl-ether)
9. 9
   ДругоеThe structure of the product, which is obtained as a white solid

Методика

To 1-(4-carbazol-9-yl-phenyl)-ethanone (5.71 g) in CH2Cl2 (150 mL) is added p-fluorobenzoyl chloride (3.17 g) and AlCl3 (5.41 g) at 0° C. After stirring overnight at room temperature, acetyl chloride (1.73 g) and AlCl3 (2.93 g) are further added at 0° C. and the mixture is stirred at room temperature overnight. The reaction mixture is poured into ice-water, and the crude product is extracted twice with CH2Cl2. The combined organic layer is washed with H2O and brine, dried over MgSO4, and concentrated to give the residue, which is purified by washing with hot TBME (tert-butyl methyl-ether). The structure of the product, which is obtained as a white solid, is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 2.73 (s, 3H), 2.75 (s, 3H), 7.23 (t, 2H), 7.48 (d, 1H), 7.51 (d, 1H), 7.72 (d, 2H), 7.91 (dd, 2H), 7.99 (d, 1H), 8.14 (d, 1H), 8.28 (d, 2H), 8.66 (s, 1H), 8.80 (s, 1H).

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