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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242209Generated: November 1, 2026

3-Oxocyclobutane-1-carboxylic acid → Ethyl 3-oxocyclobutanecarboxylate

https://huagongshe.com/reaction/2242209

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Oxocyclobutane-1-carboxylic acidHCID 4913358—
ReactantTriethylorthoaceateHCID 21875354—
SolventTolueneHCID 1140—
ProductEthyl 3-oxocyclobutanecarboxylateHCID 2246707087.3%

Reaction Steps

A solution of 3-oxo-cyclobutanecarboxylic acid (6.0 g, 52.4 mmol; J. Org. Chem. 1988 53, 3841-3843), triethylorthoacetate (28.8 mL, 157 mmol) and toluene (120 mL) was heated at 110° C. for 5 hours. The reaction mixture was cooled to room temperature and quenched with 1.0 N HCl (120 mL). The organic phase was separated, washed with a saturated NaHCO3 and brine, dried (Na2SO4), filtered and concentrated in vacuo to provide the title compound (6.5 g, 80% yield) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671043B2
Source datasetuspto-grants-2010_03
ORD IDord-40ae5a058bab484f84c27f07b5dde338
Source noteuspto-grants-2010_03