反应详情

A mixture of 600 mg of 1-(4-benzylthiophenyl)-2-(2-chloroethoxy)ethanol, 4 ml of a 50% aqueous dimethylamine solution, 310 mg of potassium iodide and 5 ml of ethanol was refluxed for 4 hours. To the reaction mixture was further added 4 ml of a 50% aqueous dimethylamine solution. The resulting mixture was refluxed for 4 hours. The reaction mixture was cooled to room temperature. The solvent was removed by distillation under reduced pressure. To the residue thus obtained were added 30 ml of ethyl acetate and 30 ml of water. The resulting mixture was adjusted to pH 10.5 with potassium carbonate. The organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was dissolved in 15 ml of acetone. To the solution was added 0.4 ml of a 5N dry hydrogen chloride-ethanol solution. The resulting crystals were collected by filtration to obtain 590 mg of 1-(4-benzylthiophenyl)-2-[2-(N,N-dimethylamino)ethoxy]ethanol hydrochloride (compound No. 222).

1. temperaturewas refluxed for 4 hours
2. temperatureThe resulting mixture was refluxed for 4 hours
3. customThe solvent was removed by distillation under reduced pressure
4. customTo the residue thus obtained
5. customThe organic layer was separated
6. washwashed with water
7. dry with materiala saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate
8. customThe solvent was removed by distillation under reduced pressure
9. dissolutionThe residue was dissolved in 15 ml of acetone
10. additionTo the solution was added 0.4 ml of a 5N dry hydrogen chloride-ethanol solution
11. filtrationThe resulting crystals were collected by filtration