Hydrochloric Acid → HCID 70022690, compound

Participants

Reaction Steps

To a solution of the alcohols 10 (1.08 g, 3.42 mmol) in dichloromethane (20 mL) was added imidazole (1.6 eq, 0.37 g, 5.43 mmol) followed by tert-butyldiphenylsilylchloride (1.6 eq, 1.42 mL, 3.64 mmol). The mixture was stirred 16 h at room temperature under nitrogen then poured into 1N HCl (100 mL). The layers were separated and the aqueous layer was extracted with ether (3×50 mL). The organic layers were combined, washed with saturated aqueous NaCl solution (50 mL), dried over magnesium sulfate and concentrated under reduced pressure to give an oil (2.2 g), Rf 0.55 (10% EtOAc/hexane), which was used without further purification.

Provenance & Evidence