Hydrochloric Acid → tert-Butyl 4-cyclopropylpiperazine-1-carboxylate

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Reaction Steps

Solid 2-(t-butoxycarbonyloxyimino)-2-phenylacetonitrile (3.2 g, 0.013 mole) was added in one portion to a solution of 1.5 g (0.012 mole) 1-cyclopropylpiperazine in 30 ml ethyl acetate. The solution was stirred at room temperature for 3 hours and then treated with 100 ml dilute aqueous HCl. The aqueous phase was separated, extracted with additional ethyl acetate (discarded), treated with excess 10% NaOH, and extracted with ether. The ether extracts were dried (MgSO4), filtered, and evaporated in vacuo to yield a semi-solid residue. Recrystallization from hexane at -70° C. gave 1.9 g white, crystalline solid, m.p. 65°-67° C. Calculated for C12H22N2O2 (226.32): C, 63.98; H, 9.80; N, 12.38; O, 14.14. Found: C, 63.82; H, 9.82; N, 12.60; O, 13.90.

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