Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855200Generated: November 1, 2026

Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl 2-(3-(((tert-butoxy)carbonyl)amino)cyclobutylidene)acetate

https://huagongshe.com/reaction/1855200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70670—
Reactanttert-Butyl 3-oxocyclobutylcarbamateHCID 23374584—
SolventTolueneHCID 1140—
ProductEthyl 2-(3-(((tert-butoxy)carbonyl)amino)cyclobutylidene)acetateHCID 8670105589%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of tert-butyl 3-oxocyclobutylcarbamate (1.0 g, 5.4 mmol) in toluene (10 mL) was added ethyl 2-(triphenylphosphoranylidene)acetate (2.1 g, 5.9 mmol). The reaction mixture was heated at 100° C. for 2 hrs, and then concentrated. The residue was purified by silica gel column chromatography (10% EtOAc/petroleum ether) to afford ethyl 2-(3-(tert-butoxycarbonylamino)cyclobutylidene)acetate (1.2 g, 89%). ESI-MS (EI+, m/z): 256 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962843B2
Source datasetuspto-grants-2015_02
ORD IDord-7aaba7c3a4dd4421b8d8458aef9a642d
Source noteuspto-grants-2015_02