Thionyl Chloride → (4-Chlorobutyl)dimethylamine hydrochloride

4-(Dimethylamino)butanol (88.5g) was added dropwise at 0° C. over 2 hours to stirred thionyl chloride (93.4 g) then the mixture was stirred at ambient temperature for 1 hour and poured into ethanol (500 ml). The stirred solution was heated under reflux for 10 minutes, then the solvent was removed in vacuo. The solid residue crystallised from ethanol as a white solid which was collected by filtration, washed with ethanol, and dried in vacuo at ambient temperature for 24 hours to give 1-chloro-4-(dimethylamino)butane hydrochloride as a white solid (115 g), m.p. 100°-105° C.

1. temperatureThe stirred solution was heated
2. temperatureunder reflux for 10 minutes
3. customthe solvent was removed in vacuo
4. customThe solid residue crystallised from ethanol as a white solid which
5. filtrationwas collected by filtration
6. washwashed with ethanol
7. customdried in vacuo at ambient temperature for 24 hours

ORD record

ord-edd142786ac549cab583847b4d40ffd5

Source dataset

uspto-grants-1997_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05652271