Benzene → 2-Chloroethyldiisopropylammonium chloride

3.6 ml (53.6 mmol) of 2-chlorohydrin was added dropwise into 5 ml (35.7 mmol) of diisopropylamine. The mixture was heated to the reflux temperature and reacted for 5 h. After cooling to room temperature, 8% KOH and 10 ml benzene were added. The mixture was stirred and the benzene layer separated was washed with a saturated saline solution, then dried over anhydrous sodium sulfate and filtrated. Into the filtrate, 5.2 ml (71.3 mmol) of thionyl chloride was added dropwise. The mixture was reacted for 12 h at room temperature, then concentrated to dry in a reduced pressure to obtain 2.73 g white solid with the yield of 38%. m.p. 129-131° C.

1. temperatureThe mixture was heated to the reflux temperature
2. customreacted for 5 h
3. customthe benzene layer separated
4. washwas washed with a saturated saline solution
5. dry with materialdried over anhydrous sodium sulfate
6. filtrationfiltrated
7. customThe mixture was reacted for 12 h at room temperature
8. concentrationconcentrated
9. customto dry in a reduced pressure

ORD record

ord-d507bdaae73246e78f6b00c9f36e3989

Source dataset

uspto-grants-2014_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08664238B2