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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242427Generated: November 3, 2026

Methyl iodide → 3-Oxo-2-oxa-bicyclo[2.2.1]heptane-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/2242427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant3-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acidHCID 46244965—
CatalystHCID 178418778HCID 178418778—
SolventAcetoneHCID 180—
Product3-Oxo-2-oxa-bicyclo[2.2.1]heptane-5-carboxylic acid methyl esterHCID 5920417664%

Reaction Steps

Compound 32 (1.014 g, 6.50 mmol) was dissolved in acetone (35 mL) before methyl iodide (13.68 g, 96.4 mmol) and silver (I) oxide (1.61 g, 6.95 mmol) were added. After stirring for 3 h the mixture was filtered through celite and the filtrate was evaporated before purification by flash column chromatography (toluene/ethyl acetate 4:1) was performed yielding the methyl ester 41 (702 mg, 64%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671032B2
Source datasetuspto-grants-2010_03
ORD IDord-60fa8fe8bec5456ea6cef8f3bc60f353
Source noteuspto-grants-2010_03