4-Hydroxybenzophenone → (4-{[3-(Hydroxymethyl)oxetan-3-yl]methoxy}phenyl)(phenyl)methanone

Participants

Reaction Conditions

Reaction Steps

Dissolve 4-hydroxybenzophenone in anhydrous THF and treat it with equimolar quantity of sodium hydride at 0° C. for 2 h. Stir and warm the suspension to 50° C. and treat it with an equimolar quantity of 3-Bromomethyl-3-hydroxymethyloxetane (readily prepared in one step by method described in U.S. Pat. No. 5,489,700 or Tet. Lett. 2011, 52, p. 565-567 from commercially available 2,2-bis-(bromomethyl)propane-1,3-diol). Stir overnight at 50° C., filter the reaction mixture, evaporate the filtrate to dryness and purify the residue by column chromatography to provide (4-{[3-(hydroxymethyl)oxetan-3-yl]methoxy}phenyl)(phenyl)methanone.

Provenance & Evidence