Cyclopropylamine → N-[1-(4-iodophenyl)ethyl]cyclopropanamine

Cyclopropylamine (0.85 g), acetic acid (0.89 g), and sodium triacetoxyborohydride (3.2 g) were added to a chloroform (20 mL) solution of 1-(4-iodophenyl)ethanone (1.2 g), and the mixture was stirred in a nitrogen atmosphere for 24 hours at room temperature. A saturated aqueous solution of sodium hydrogen carbonate was added to the reaction mixture, and then the mixture was extracted with chloroform. Then, the organic layer was washed with brine, and dried over anhydrous magnesium sulfate. Then, the desiccant was filtered out, and the solvent was distilled off under reduced pressure. The resulting residue was purified by OH type silica gel chromatography (hexane/ethyl acetate=80/20) to obtain N-[1-(4-iodophenyl)ethyl]cyclopropylamine (colorless oil) (1.3 g, 95%).

1. extractionthe mixture was extracted with chloroform
2. washThen, the organic layer was washed with brine
3. dry with materialdried over anhydrous magnesium sulfate
4. filtrationThen, the desiccant was filtered out
5. distillationthe solvent was distilled off under reduced pressure
6. customThe resulting residue was purified by OH type silica gel chromatography (hexane/ethyl acetate=80/20)

ORD record

ord-0238b18d452b415d951d8eec4ddc74d2

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09073821B2