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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260343Generated: October 26, 2026

tert-Butanol → Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate

https://huagongshe.com/reaction/2260343

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantTriethylamineHCID 8471—
ReactantDiphenylphosphoryl azideHCID 123414—
ReactantMonoethyl 1,1-cyclopropanedicarboxylateHCID 22722625—
ProductEthyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylateHCID 10242916—

Reaction Steps

5.0 g of known monoethyl 1,1-cyclopropanedicarboxylate, 4.5 ml of triethylamine and 6.9 ml of diphenyl phosphorazidate (DPPA) were added to 80 ml of tert-butyl alcohol and the mixture was refluxed at 90° to 100° C. for 4 h. After distilling the solvent, the residue was dissolved in ethyl acetate and washed with 5% citric acid, saturated aqueous sodium carbonate solution and saturated aqueous sodium chloride solution and then dried. The solvent was distilled off to obtain 5.7 g of the desired compound (P-12) in the form of a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05476950
Source datasetuspto-grants-1995_12
ORD IDord-475d7e51180f4e9a8163054ac7cc9b87
Source noteuspto-grants-1995_12