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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118472Generated: November 4, 2026

Sodium Chloride → (1-Formylcyclopropyl)carbamic acid tert-butyl ester

https://huagongshe.com/reaction/2118472

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantHydrideHCID 166653—
Reactant1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acidHCID 688396—
ReactantBis(1-methylpiperazin-2-yl)alumanylium;hydrideHCID 18792082—
SolventDiethyl EtherHCID 3283—
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 quenced with saturated NaCl. The aqueous phase is separated and extracted with ether. The combined organic phases 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 numberUS04678675
Source datasetuspto-grants-1987_07
ORD IDord-63e34411b3ea4a11b39e763a8fadaea1
Source noteuspto-grants-1987_07