4-Phenylbenzyl chloride → HCID 68825173, compound

Participants

Reaction Steps

To a solution of 4-(5-hydroxymethylimidazol-1-ylmethyl)benzoic acid methyl ester of Example A2 (0.11 g, 0.44 mmol) in THF (4 ml), DMF (1 ml) was added portionwise tBuOK (50 mg, 0.44 mmol). The reaction mixture was stirred at room temperature for 1.5 h, then 4-chloromethylbiphenyl (90 mg, 0.44 mmol) in THF (1 ml) was added and the reaction was stirred overnight. The solvent was removed under reduced pressure, then water (10 ml) was added and the mixture was extracted with AcOEt. The organic phase was dried over MgSO4 and the resulting oil was purified by flash chromatography on silica gel (CH2Cl2/MeOH: 95/05) to give a yellow solid (20 mg).

Provenance & Evidence