Sodium Hydroxide → HCID 54277468, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2-(2,2,2-trifluoroethoxy)-4-fluorobenzoic acid (2.0 g, 8.4 mmol) from Step 1 above in THF (25 mL) at 0° C. was added BH3.THF complex (25 mL of a 1.0 M solution in THF, 25 mmol). The mixture was stirred at 0° C. for 30 min and then at ambient temperature for 6 h. Aqueous NaOH (20 mL of a 4 N solution, 80 mmol) was added and the solvents were removed under reduced pressure. The residue was partitioned between EtOAc (100 mL) and water (2×50 mL). The organic phase was dried (MgSO4), filtered, and the solvent was removed under reduced pressure to give 2-(2,2,2-trifluoroethoxy)-4-fluorobenzyl alcohol as an oil (HPLC retention time=7.3 min (method A)).

Provenance & Evidence