تفاعل #2139961

ord-3d62fca8bd3f49f3a8d9d43f74692b1f

معادلة التفاعل

CC(C)[CH2][Al+][CH2]C(C)C.[H-]
diisobutylaluminum hydride
N#Cc1ccc(-c2ccc([N+](=O)[O-])cc2)cc1
4-(4-nitrophenyl)benzonitrile
CO
methanol
O
water
O=Cc1ccc(-c2ccc([N+](=O)[O-])cc2)cc1
4-(4-nitrophenyl)benzaldehyde

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGwere stirred
  2. 2
    تجفيفThe reaction mixture was dried over sodium sulfate
  3. 3
    أخرىAfter the purification by the silica gel column chromatography (ethyl acetate/hexane)

الإجراء التجريبي

1 M solution (1.2 ml, 1.22 mmol) of diisobutylaluminum hydride in toluene was slowly added to a solution (10 ml) of 4-(4-nitrophenyl)benzonitrile (224 mg, 1 mmol) in toluene at room temperature, and they were stirred for 1 hour. After cooling to 0° C., methanol (0.4 ml) and water (0.4 ml) were slowly added to the obtained mixture, and they were stirred. The reaction mixture was dried over sodium sulfate. After the purification by the silica gel column chromatography (ethyl acetate/hexane), 4-(4-nitrophenyl)benzaldehyde was obtained in the form of a yellow solid (yield: 127 mg, 56%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07326701B2uspto-grants-2008_02