反应详情

0.53 g(1.69 mmol) of methyl α-(2-dimethylaminoethoxy)-α-phenyl-p-toluate) was dissolved in 10 ml of methanol. 2.54 ml of a 1N sodium hydroxide aqueous solution was added thereto and the mixture was refluxed under heating for 1 hour. After the reaction mixture was cooled, 2.54 ml of IN hydrochloric acid was added thereto and the mixture was concentrated to dryness. A mixture of chloroform and methanol (5:1 (v/v)) was added to the residue, and the resulting mixture was stirred for a while, then filtered with Celite. The solvent was distilled off and the residue was triturated with diethyl ether. The resulting precipitate was collected by filtration to obtain 0.44 g (1.47 mmol) of α-(2-dimethylaminoethoxy)-α-phenyl-p-toluic acid as pale yellow brown powder. ##STR11## Its spectroscopic data are as follows: 1H-NMR (CDCl1) δ (ppm) 2.62 (6H, s), 3.00 (2H, m), 3.59 (1H, m), 3.82 (1H, m), 5.37 (1H, s), 7.21~7.36 (7H, m), 7.77 (2H, d, J=8.4 Hz).

1. temperaturethe mixture was refluxed
2. temperatureunder heating for 1 hour
3. temperatureAfter the reaction mixture was cooled
4. concentrationthe mixture was concentrated to dryness
5. additionA mixture of chloroform and methanol (5:1 (v/v))
6. additionwas added to the residue
7. filtrationfiltered with Celite
8. distillationThe solvent was distilled off
9. customthe residue was triturated with diethyl ether
10. filtrationThe resulting precipitate was collected by filtration