3-(2-AMINOETHYL)PYRIDINE

off-white powder

BrIn an ice bath, bromine (2.8 mL, 35.1 mmol) is slowly added dropwise into an aqueous NaOH (4.5 g, 111.4 mmol) solution (10 mL) and stirred for 10 mins. Then 2-bromo-4-methoxy benzophenone (2.1 g, 9.2 mmol) is added dropwise into the reaction, and stirred for 15 hrs at the temperature. After completion of the reaction, aqueous sodium sulfite is added to eliminate the unreacted sodium hypobromite. The resultant mixture is extracted with ethyl acetate to isolate neutral compound. The aqueous phase is then acidified with 6N HCl in an ice bath to give large quantities of white solid. The resultant is filtered under vacuum to give white solid (IV) (2.0 g, 95percent).After putting 152.3 g (1.0 mol) of 4-methoxyben- zoic acid was into a 2, 000 mE four-necked flask equipped with a stirrer, a thermometer, and a reflux cooling tube, 800g of water was added thereto and stirred so as to disperse 4-methoxybenzoic acid. Subsequently, 273.3 g (2.05 mol) of a 30percent sodium hydroxide aqueous solution was added. The liquid temperature was then reduced to 0° C., and 167.8 g (1.05 mol) of bromine was added dropwise at a liquid temperature of 0 to 5° C. Completion of the dropwise addition was followed by stirring for one hour at a liquid temperature of 0 to 5° C. Afier completion of the reaction, 1.28 g (0.01 mol) of sodium sulfite was added followed by addition of 100 g of toluene and raising the liquid temperature to 70° C. The organic phase was removed by a liquid separation operation, and 104.2 g (1.0 mol) of 35percent hydrochloric acid was added dropwise to the acquired aqueous phase and stirred for one hour. Precipitated crystals were collected by filtration and dried under reduced pressure to acquire 238.9 g (99.9percent purity, 91.4percent yield) of 2-bromo-4- methoxybenzoic acid.

Molecular Weight:231.04
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:229.95786
Monoisotopic Mass:229.95786
Topological Polar Surface Area:46.5
Heavy Atom Count:12
Complexity:172
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes