Ethanolamine → 2-{[3-(3,4-Dichlorophenyl)propyl]amino}ethanol

Temperature

60 °C

4-(3-Bromopropyl)-1,2-dichlorobenzene (Chem Abs No. 29648-26-8, 1.30 g) was added to ethanolamine (2.8 ml) and the mixture stirred at 60° C. under nitrogen for 2 h. The mixture was concentrated under vacuum at 80° C. and the residue was partitioned between saturated aqueous sodium bicarbonate (100 ml) and ethyl acetate (100 ml). The phases were separated, the aqueous layer was re-extracted with ethyl acetate (100 ml) and the combined organic extracts were washed with water (2×100 ml) and brine then dried (Na2SO4). The solution was concentrated under vacuum to give the title compound as a pale yellow liquid (1.10 g).

1. concentrationThe mixture was concentrated under vacuum at 80° C.
2. customthe residue was partitioned between saturated aqueous sodium bicarbonate (100 ml) and ethyl acetate (100 ml)
3. customThe phases were separated
4. extractionthe aqueous layer was re-extracted with ethyl acetate (100 ml)
5. washthe combined organic extracts were washed with water (2×100 ml) and brine
6. dry with materialthen dried (Na2SO4)
7. concentrationThe solution was concentrated under vacuum

ORD record

ord-df9b6efef49640a5a8784723ff85dfd6

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07560548B2