Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1731503Generated: November 1, 2026

Diethyl Ether → (1-Formylcyclopropyl)carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1731503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acidHCID 688396—
ReactantBis(1-methylpiperazin-2-yl)alumanylium;hydrideHCID 18792082—
SolventTetrahydrofuranHCID 8028—
Product(1-Formylcyclopropyl)carbamic acid tert-butyl esterHCID 10352385—

Reaction Conditions

Temperature0 °C

Reaction Steps

N-Boc-1-amino-1-cyclopropanecarboxylic acid is dissolved in tetrahydrofuran and stirred at 0° C. under argon. Bis(N-methylpiperazinyl)aluminum hydride is added and the reaction mixture is heated to reflux overnight. Ether is then added, and the excess hydride is quenched with saturated NaCl. The aqueous phase is separated and extracted with ether. The combined organic phase are washed with 2M NaOH, 2M HCl and saturated NaCl. The solution is dried over Na2SO4 and evaporated to yield N-Boc-1-amino-1-cyclopropanecarboxaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04622232
Source datasetuspto-grants-1986_11
ORD IDord-67da608888494d2097a1c8057012b543
Source noteuspto-grants-1986_11