반응 #1253206

반응 방정식

phenyldecane

Compound 7

2,5-Dibromoterephthaloyl Chloride

aluminum chloride

→

pure product

수율 74.4%

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

수율 74.4%

용매

CH2Cl2

CH2Cl2

반응 조건

후처리

1. 1
   기타some precipitate formed
2. 2
   기타The reaction was quenched carefully with 1 N HCl
3. 3
   추출extracted with CH2Cl2
4. 4
   건조the combined organic phase was dried over MgSO4
5. 5
   기타The crude product was obtained as off-white solid
6. 6
   기타was recrystallized from acetone

실험 절차

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.

출처