Diethylamine → Diethylaminopropyl chloride, hydrochloride

10 ml toluene, 3 ml (28.9 mmol) of diethylamine and 2.9 ml (34.6 mmol) of 3-chloropropanol were added successively into a reaction flask, and the mixture was heated to the reflux temperature and reacted for 6 h. After cooling to room temperature, the mixture was washed with 5% NaOH solution and saturated saline solution, successively, and dried over anhydrous sodium sulfate, then filtered. 4.2 ml (57.7 mmol) of thionyl chloride was added dropwise into the filtrate in an ice-bath, and the mixture was stirred at room temperature overnight. The reaction solution was concentrated to dry in a reduced pressure and the residue was recrystallized with absolute ethyl alcohol to obtain 2.1 g white solid with the yield of 40%. m.p. 80-82° C.

1. temperaturethe mixture was heated to the reflux temperature
2. customreacted for 6 h
3. washthe mixture was washed with 5% NaOH solution and saturated saline solution
4. dry with materialsuccessively, and dried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationThe reaction solution was concentrated
7. customto dry in a reduced pressure
8. customthe residue was recrystallized with absolute ethyl alcohol

ORD record

ord-31213cbf898b43368b073e98d4d41e5e

Source dataset

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08664238B2