1,3-bis((1H-imidazol-1-yl)methyl)benzene synthesis
- Product Name:1,3-bis((1H-imidazol-1-yl)methyl)benzene
- CAS Number:69506-92-9
- Molecular formula:C14H14N4
- Molecular Weight:238.29
Yield:69506-92-9 98%
Reaction Conditions:
with sodium hydride in 1,2-dimethoxyethane;mineral oil at 0 - 20; for 15 h;
Steps:
1 Reference Example 1 Synthesis of Ligand (A)
Reference Example 1 Synthesis of Ligand (A) (0128) (0129) To a solution of imidazole (408.7 mg, 6.0 mmol) in 10 mL of dimethoxyethane (DME), sodium hydride (60% in mineral oil, 309.3 mg, 7.73 mmol) was gradually added at 0° C. Subsequently, dichloro-m-xylene (4.87 mmol) was added, followed by stirring at room temperature for 15 hours. A 20% aqueous sodium hydroxide solution was added, followed by extraction with ethyl acetate. The obtained organic layer was washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and then the obtained crude product was purified by flash column chromatography (CH2Cl2/MeOH=20/1) to obtain the target product as a colorless solid in a yield of 98%. (0130) 1H NMR (500 MHz, CDCl3) δ 7.53 (s, 2H, NCHN), 7.35 (t, J=2.5 Hz, 1H, Ar), 7.10 (s, 2H, Ar), 7.09 (s, 2H, CH2NCHCH), 6.92 (s, 1H, Ar), 6.88 (s, 2H, CH2NCHCH), 5.10 (s, 4H, NCH2)
References:
US2016/2268,2016,A1 Location in patent:Paragraph 0128-0130
108-38-3
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