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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042593Generated: October 26, 2026

3-Oxabicyclo(3.2.0)heptane-2,4-dione → 2-(4-Methoxy-benzoyl)-cyclobutanecarboxylic acid

https://huagongshe.com/reaction/2042593

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Oxabicyclo(3.2.0)heptane-2,4-dioneHCID 138261—
ReactantHCID 178418276HCID 178418276—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Methoxy-benzoyl)-cyclobutanecarboxylic acidHCID 5965193565.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To 3-oxabicyclo[3.2.0]heptane-2,4-dione (8.00 g, 63.4 mmol) in THF (90.00 mL) at −78° C. was added 0.500 M of p-anisyl magnesium bromide (133 mL, 66.6 mmol) in THF (90 mL) dropwise. After stirring at −78° C. for 2 h, the reaction was quenched with ice cold water and concentrated. The aqueous layer was acidified and the white solid was filtered off and dried to obtain 9.72 g product (65%); MS m/z 233 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586588B2
Source datasetuspto-grants-2013_11
ORD IDord-1188584b8f9844b1bf9f5c04d906c226
Source noteuspto-grants-2013_11