tert-Butyldimethylsilyl chloride → 4-(2-((Tert-butyldimethylsilyl)oxy)ethyl)piperidine hydrochloride

Participants

Reaction Conditions

Reaction Steps

4-Piperidineethanol (2 g, 15.5 mmol) and N,N-diisopropylethylamine (3.00 g, 4.06 ml, 23.2 mmol) were combined with dichloromethane (50 mL) to give a colorless solution. t-Butyldimethylchlorosilane (2.8 g, 18.6 mmol) in dichloromethane (30 mL) was added to this solution during 15 min at 0° C. The reaction mixture was stirred for 2.5 h at 0° C. and afterwards for 21 h at room temperature. Subsequently the reaction mixture was concentrated in vacuo and the residue was crystallized from ethyl acetate and n-heptane (100 ml, 1:1) to give the title compound (3.45 g, 80%) as light yellow solid; GC-MS (EI) 243.0 (M)+.

Provenance & Evidence