Sodium Hydroxide → 2-((2-(Aminomethyl)-3,5-dichlorobenzyl)oxy)ethanol

Participants

Reaction Conditions

Reaction Steps

A soln. of BH3 (1.46 mL, 1M in THF) was added to a soln. of 2-((3,5-dichloro-2-cyanobenzyl)oxy)ethyl acetate (0.36 mmol) in 1.5 mL MeOH. The reaction mixture was heated to 60° C. for 3 h. At 0° C., 1.5 mL MeOH was dropwise added and the mixture was stirred until gaz evolution was finished. An aq. soln. of 10% NaOH was added still under cooling. The solvent was removed under vacuo, the residue was diluted with water and extracted 3 times with EtOAc. The comb. org. layers were dried over MgSO4 and conc. in vacuo to give the desired product as yellow solid.

Provenance & Evidence