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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202214Generated: November 2, 2026

tert-Butyl (triphenylphosphoranylidene) acetate → Cyclobutanecarboxylic acid, 3-[2-(1,1-dimethylethoxy)-2-oxoethylidene]-

https://huagongshe.com/reaction/2202214

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (triphenylphosphoranylidene) acetateHCID 256127—
Reactant3-Oxocyclobutane-1-carboxylic acidHCID 4913358—
SolventTolueneHCID 1140—
ProductCyclobutanecarboxylic acid, 3-[2-(1,1-dimethylethoxy)-2-oxoethylidene]-HCID 5983490489%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 3-oxocyclobutanecarboxylic acid (0.303 g, 2.66 mmol), tert-butyl triphenylphosphoranylidenacetate (1 g, 2.66 mmol) and toluene (5 mL) was stirred overnight at 90° C. The reaction solution was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (solvent gradient; 70→100% ethyl acetate/hexane) to give 3-(2-(tert-butoxy)-2-oxoethylidene)cyclobutanecarboxylic acid (0.500 g, 2.356 mmol, 89%) as pale-yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365520B2
Source datasetuspto-grants-2016_06
ORD IDord-f47ab6ca16fe47718560830e2ff18abd
Source noteuspto-grants-2016_06