Scalable synthesis of (1-cyclopropyl)cyclopropylamine hydrochloride
Sergei I. Kozhushkov, Alexander F. Khlebnikov, Rafael R. Kostikov and 2 more
Beilstein Journal of Organic Chemistry · 2011
doi:10.3762/bjoc.7.113 (opens in a new tab)
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Abstract
1-Cyclopropylcyclopropanecarboxylic acid (2), which is accessible on a large scale (900 mmol) from 1-bromo-1-cyclopropylcyclopropane (1) in 64% yield (89% on a 12.4 mmol scale), has been subjected to a Curtius degradation employing the Weinstock protocol to furnish the N-Boc-protected (1-cyclopropyl)cyclopropylamine 3 (76%). Deprotection of 3 with hydrogen chloride in diethyl ether gave the (1-cyclopropyl)cyclopropylamine hydrochloride (4·HCl) in 87% yield.
Abstract licence: CC BY
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