2-AMINO-4-BROMOBENZYL ALCOHOL

Step 2. A mixture of (4-bromo-2-nitro-phenyl)-methanol (1.85 g, 7.97 mmol), iron powder (2.23 g, 39.9 mmol), ammonium chloride (213 mg, 3.99 mmol), ethanol (20 mL), and water (10 mL) was heated at 75° C. for 1 h, then after cooling filtered through a pad of diatomaceous earth. The filtrate was evaporated and the residue partitioned between ethyl acetate and water, the organic layer was washed with brine, dried (MgSOStep 1: a solution of methyl 2-amino-4-bromobenzoate (500 mg, 2.17 mmol) in dry THF (10 mL) was cooled at -10°C. Then, a solution of lithium aluminium hydride (1 M in THF) (6.5 mL, 6.52 mmol) was added dropwise to the solution. The mixture was allowed to reach rt and the solution was stirred at rt overnight.The reaction was cooled down with a ice water bath and quenched with a mixture of MeOH and sat. solution of sodium potassium tartrate. The solution was stirred at rt for additional 6h. The reaction mixture was diluted with EtOAc/H20 and the two phases were separated. The organic layer was dried over Mg504, filtered and the solution was concentrated to dryness to afford (2-amino-4-bromophenyl)methanol Ex.44a (326 mg, 74percent) as sticky brown solid.

Molecular Weight:202.05
XLogP3:1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:200.97893
Monoisotopic Mass:200.97893
Topological Polar Surface Area:46.2
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes