3-Bromobenzyl bromide → Benzenemethanamine, 3-bromo-N-ethyl-

To 80% ethylamine/MeOH (1.1 g) was added 1-bromo-3-(bromomethyl)benzene (1 g) in five divided portions at room temperature, followed by stirring at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the obtained residue was subjected to liquid separation with chloroform and a saturated aqueous sodium hydrogen carbonate solution. The organic layer was separated, and then the aqueous layer was extracted with CHCl3 again. These organic layers were combined, dried over Na2SO4, and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH silica, 3% MeOH/CHCl3) to obtain N-(3-bromobenzyl)ethanamine (610 mg) as a colorless oil.

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. customthe obtained residue was subjected to liquid separation with chloroform
3. customThe organic layer was separated
4. extractionthe aqueous layer was extracted with CHCl3 again
5. dry with materialdried over Na2SO4
6. concentrationconcentrated under reduced pressure
7. customThe obtained residue was purified by silica gel column chromatography (NH silica, 3% MeOH/CHCl3)

ORD record

ord-eeb8e6bc287847d8bc7ed3e85461c726

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08802679B2