Acetonitrile → HCID 86614564, compound

Participants

Reaction Steps

To a stirred solution of methyl (benzyl{[1-({[tert-butyl(dimethyl)silyl]oxy}methyl)-cyclopropyl]methyl}amino)acetate (4.0 g, 0.010 mol) in ACN (100 mL, 2 mol) was added at RT, fluorosilicic acid in water (2.00 M, 10.6 mL). The resulting mixture was stirred at RT overnight. The reaction was quenched by the addition of saturated aqueous NaHCO3 until the reaction mixture was alkaline and then extracted with EtOAc (2×). The organic extracts were combined and washed with brine, then dried (MgSO4), filtered and concentrated in vacuo to afford the desired product (1.1 g), which was identified by 1H NMR spectroscopy and used in the next step without further purification.

Provenance & Evidence