Hydrochloric Acid → 4-(3-Hydroxypropoxy)-3-(trifluoromethyl)phenylboronic acid

Participants

Reaction Conditions

Reaction Steps

4-(3-(Tetrahydro-2H-pyran-2-yloxy)propoxy)-3-(trifluoromethyl)phenylboronic acid (30.6 g) was added to hydrochloric acid (1M in MeOH) and the mixture was heated at 50° C. for 40 minutes. Solvent and HCl were then removed under reduced pressure and residue (20.3 g) was used for next step without further purification. Proton NMR indicates 2 sets of product peaks assumed to be monomer and dimer or trimer. 1H NMR (CDCl3 (0.7 ml)+CD3OD (0.2 ml)) δ: 7.7-8.0 (2×d and 2×s, 2H), 7.0 (2×d, 1H), 4.22 (t, 2H), 3.86 (t, 2H), 3.48 (tt, 2H).

Provenance & Evidence