4-(4-Methylbenzyl)-piperidin-4-ol → (RS)-1-(5-benzyloxy-2,3-dihydro-benzofuran-2-ylmethyl)-4-(4-methyl-benzyl)-piperidin-4-ol

Participants

Reaction Conditions

Reaction Steps

(RS)-5-Benzyloxy-2-bromomethyl-2,3-dihydro-benzofuran (840 mg, 2.63 mmol) and 4-(4-methyl-benzyl)-piperidin-4-ol (1.08 g, 5.26 mmol) were suspended in toluene (20 ml) and heated to 110° C. for 17 hr. The mixture was filtered and evaporated to afford an orange oil which was chromatographed over SiO2 (Merck 230-400 mesh) with MeOH—CH2Cl2 (3:97) to afford (RS)-1-(5-benzyloxy-2,3-dihydro-benzofuran-2-ylmethyl)-4-(4-methyl-benzyl)-piperidin-4-ol as a yellow oil (1.03 g, 2.32 mmol, 88%), MS: m/e=444.5 (M+H+).

Provenance & Evidence