Ammonia → 2-(2-Aminopropyl)thiophene

Temperature

80 °C

Into a 1000 ml autoclave, are added 1-(2-thienyl)-2-propanol p-toluenesulfonate (75 g) and ammonia (600 ml). The whole is heated to 80° C. during 15 hours. After cooling, the autoclave is opened and the ammonia is allowed to evaporate. After adding water (100 ml) and a 1N sodium hydroxide solution (175 ml), the resulting material is extracted with ether. The ether phase is separated and then mixed with 1N hydrochloric acid (75 ml). The aqueous phase is made alkaline and is then extracted with ether. The ether extract is washed with a 5% sodium bicarbonate solution, and then with a saturated sodium chloride solution, after which it is dried over sodium sulfate. After evaporation, the residue is distilled in vacuo, to give 19 g 2-amino-1-(2-thienyl)-propane (Yield: 53%) boiling at 84°-86° C. under 12 mm Hg.

1. temperatureAfter cooling
2. customto evaporate
3. additionAfter adding water (100 ml)
4. extractiona 1N sodium hydroxide solution (175 ml), the resulting material is extracted with ether
5. customThe ether phase is separated
6. additionmixed with 1N hydrochloric acid (75 ml)
7. extractionis then extracted with ether
8. extractionThe ether extract
9. washis washed with a 5% sodium bicarbonate solution
10. dry with materialwith a saturated sodium chloride solution, after which it is dried over sodium sulfate
11. customAfter evaporation
12. distillationthe residue is distilled in vacuo

ORD record

ord-9a61ea94c93a4edf8007fb767e4df7ff

Source dataset

uspto-grants-1978_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04128561