tert-Butyldimethylsilyl chloride → HCID 69212167, compound

Participants

Reaction Steps

Treat a solution of 1-(4-methoxybenzyl)-2-hydroxymethyl-4-phenylimidazole (1.68 g, 5.71 mmol) in CH2Cl2 (35 mL) with N,N-diisopropylethylamine (3.2 mL, 18.4 mmol) and tert-butyldimethylsilyl chloride (TBSCl) (1.46 g, 9.69 mmol) at room temperature for 60 hours. Quench with H2O (40 mL), extract with CH2Cl2 (100 mL), dry (Na2SO4), and concentrate in vacuo. Purify the residue by flash chromatography (SiO2, hexane/EtOAc 20:1→9:1) to provide 2.09 g (90% yield). MS (ES+): m/z=409 (M+H)+

Provenance & Evidence