反応 #1253206

反応方程式

phenyldecane

Compound 7

2,5-Dibromoterephthaloyl Chloride

aluminum chloride

→

pure product

収率 74.4%

1,4-Dibromo-2,5-bis((4-decylphenyl)carbonyl)benzene

収率 74.4%

溶媒

CH2Cl2

CH2Cl2

反応条件

後処理

1. 1
   その他some precipitate formed
2. 2
   その他The reaction was quenched carefully with 1 N HCl
3. 3
   抽出extracted with CH2Cl2
4. 4
   乾燥the combined organic phase was dried over MgSO4
5. 5
   その他The crude product was obtained as off-white solid
6. 6
   その他was recrystallized from acetone

実験手順

Compound 7 (19.2 g, 0.059 mol) was dissolved in 100 mL of dry CH2Cl2, and aluminum chloride (16.6 g, 0.12 mol) was added. The reaction turned orange and some precipitate formed. The reaction was cooled to 0° C., and phenyldecane (45.3 g, 0.21 mol) in 50 mL of dry CH2Cl2 was added through an additional funnel. The reaction was stirred at room temperature under nitrogen overnight. The reaction was quenched carefully with 1 N HCl, extracted with CH2Cl2, and the combined organic phase was dried over MgSO4. The crude product was obtained as off-white solid and was recrystallized from acetone to give 31.8 g of pure product as white crystals at 74% yield. 1H NMR (CDCl3) δ (ppm): 0.88 (t, J=6.7 Hz, 6H), 1.26-1.32 (m, 28H), 1.62-1.67 (m, 4H), 2.69 (t, J=7.6 Hz, 4H), 7.32 (d, J=7.9 Hz, 4H), 7.58 (s, 2H), 7.76 (d, J=7.9 Hz, 4H). Mp 128-129° C.

出典