Tetrahydrofuran → 1-Bromo-3-difluoromethyl-5-(4-methoxy-benzyloxy)-benzene

Participants

Reaction Conditions

Reaction Steps

steps 3-5—p-Methoxybenzyl alcohol (36.8 g, 266.7 mmol) was added slowly to a mixture of potassium t-butoxide (28.7 g, 255.5 mol) and THF (250 mL). After stirring for about 15 min, 30 (50.0 g, 222.2 mmol) was added and the reaction mixture heated to about 65° C. After stirring at 65° C. for 2 h, the reaction is analyzed by HPLC. After cooling to RT, a mixture of saturated NaHCO3 solution (150 mL) and water (150 mL) was added. Toluene (300 mL) was added, the organic phase separated and washed with a mixture of saturated NaHCO3 solution (75 mL) and water (75 mL). Polish filtration and concentration in vacuo provided 83.9 g of crude 32 as an oil which is used without further purification.

Provenance & Evidence