反応 #66036

反応方程式

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

溶媒

CH2Cl2

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture is stirred at room temperature overnight
2. 2
   抽出the crude product is extracted twice with CH2Cl2
3. 3
   洗浄The combined organic layer is washed with H2O and brine
4. 4
   乾燥dried over MgSO4
5. 5
   濃縮concentrated
6. 6
   その他to give the residue, which
7. 7
   その他is purified
8. 8
   洗浄by washing with hot TBME (tert-butyl methyl-ether)
9. 9
   その他The structure of the product, which is obtained as a white solid

実験手順

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).

出典