1-(4-CYANOPHENYL)-2,5-DIMETHYLPYRROLE synthesis
- Product Name:1-(4-CYANOPHENYL)-2,5-DIMETHYLPYRROLE
- CAS Number:119516-86-8
- Molecular formula:C13H12N2
- Molecular Weight:196.25
110-13-4
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119516-86-8
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Yield: 40%
Reaction Conditions:
with indium;acetic acid in toluene at 80; for 24 h;Inert atmosphere;
Steps:
17 4.2.17. 4-(2,5-Dimethyl-1H-pyrrol-1-yl)benzonitrile (19).5c
General procedure: Nitrobenzene derivative (1.0mmol) was added to a mixture of indium powder (460mg, 4.0mmol), and acetic acid (0.572mL, 10mmol) in toluene (2mL), followed by the addition of 2,5-hexadione or 1-phenyl-1,4-pentanedione (1.0mmol) in toluene (3mL). The reaction mixture was stirred at 80°C for 2,5-hexadione (or reflux for 1-phenyl-1,4-pentadione) under a nitrogen atmosphere. After the reaction was completed, the reaction mixture was diluted with ethyl acetate (30mL), filtered through Celite, poured into 10% NaHCO3 (30mL), and then extracted with ethyl acetate (30mL×3). The combined organic extracts were dried over MgSO4, filtered, and concentrated. The residue was eluted with hexane for most derivatives or ethyl acetate/hexane (v/v=5:95) for benzonitrile derivatives through a neutral silica gel column to give the corresponding pyrroles. The structures of the pyrroles were characterized by 1H NMR, 13C NMR, FTIR, and GC-MS, and were mostly known compounds. If it is an unknown compound, elemental analysis data were reported additionally.
References:
Lee, Hyunseung;Kim, Byeong Hyo [Tetrahedron,2013,vol. 69,# 32,p. 6698 - 6708]
110-13-4
378 suppliers
$10.00/5g
873-74-5
622 suppliers
$9.00/1g
119516-86-8
33 suppliers
$45.00/100mg
110-13-4
378 suppliers
$10.00/5g
619-72-7
345 suppliers
$11.00/1g
119516-86-8
33 suppliers
$45.00/100mg
873-74-5
622 suppliers
$9.00/1g