تفاعل #1056042

معادلة التفاعل

3-(4-methoxyphenyl)propionic acid

propylamine hydrochloride

triethylamine

→

3-(4-Methoxy-phenyl)-N-propyl-propionamide

المذيبات

methylene chloride

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   غسيلThe mixture was washed with 1N hydrochloric acid, 2N sodium hydroxide, water, brine
2. 2
   أخرىdried
3. 3
   أخرىEvaporation of the solvent
4. 4
   أخرىyielded the pure product (10.36 g; 95.4%)

الإجراء التجريبي

To a solution of 3-(4-methoxyphenyl)propionic acid (8.0 g, 44.4 mmol), propylamine hydrochloride (4.24 g, 44.4 mmol), 4-dimethylaminopyridine (0.65 g, 5.33 mmol) and triethylamine (6.9 mL, 48.96 mmol) in methylene chloride (70 mL) was added 1-[(3-dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (10.21 g, 53.28 mmol). The reaction mixture was stirred overnight at ambient temperature followed by dilution with methylene chloride. The mixture was washed with 1N hydrochloric acid, 2N sodium hydroxide, water, brine and dried. Evaporation of the solvent yielded the pure product (10.36 g; 95.4%): 1HNMR (400 MHz, CDCl3) δ 7.76 (brs, 1H), 7.10 (d, 2H, J=8.8 Hz), 6.79 (d, 2H, J=8.0 Hz), 3.68 (s, 3H), 2.95 (q, 2H, J=5.6 Hz). 2.71 (t, 2H, J=7.6 Hz), 2.28 (t, 2H, J=7.2 Hz), 1.34 (m, 2H), 0.77 (t, 3H, J=7.2 Hz); ESMS m/z (relative intensity) 222.2 (M+H+, 100).

المصدر