تفاعل #65251

معادلة التفاعل

tetrahydrofuran

2-n-butyl-1-(2-chlorophenyl)methyl-1H- imidazol-carboxaldehyde

methyl lithium

→

2-n-butyl-1-(2-chlorophenyl)methyl-5-(a-hydroxy) ethyl-1H-imidazole

المردود 92.0%

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with ammonium chloride solution
2. 2
   درجة الحرارةwarmed to ambient temperature
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   أخرىThe washed, dried
5. 5
   أخرىconcentrated product was flashed chromatographed over silica gel with ethyl acetate

الإجراء التجريبي

A solution of 2-n-butyl-1-(2-chlorophenyl)methyl-1H- imidazol-carboxaldehyde (Example 1 (iii)) (1.1 g, 3.97 mmol) was dissolved in dry tetrahydrofuran (15 mL), cooled to -78° C. under argon and a solution of methyl lithium (3.64 ml of 1.2M in diethyl ether, 4.57 mmol) was added dropwise. The mixture was stirred for 1.5 hours, quenched with ammonium chloride solution, warmed to ambient temperature and extracted with ethyl acetate. The washed, dried, concentrated product was flashed chromatographed over silica gel with ethyl acetate to provide 1.07 g (92%) of 2-n-butyl-1-(2-chlorophenyl)methyl-5-(a-hydroxy) ethyl-1H-imidazole.

المصدر