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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967365Generated: October 30, 2026

Water → HCID 67105645, compound

https://huagongshe.com/reaction/1967365

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTBAF tetrahydrofuranHCID 11078149—
ReactantHCID 67104985HCID 67104985—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67105645HCID 6710564532.6%

Reaction Steps

To a solution of rac-4-((6R,7R)-7-(tert-butyldimethylsilyloxy)-6-methyl-4-oxo-5-azaspiro[2.4]hept-5-yl)-2-chlorobenzonitrile (140 mg) in THF (5 mL) was added tetrabutylammonium fluoride-THF solution (2.00 mL, 1 mol/L), and the mixture was stirred at room temperature for 18 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=1/0→3/1) to give the title compound as a colorless solid (yield: 32.3 mg, 32.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420694B2
Source datasetuspto-grants-2013_04
ORD IDord-6659dd9551c9493bb4321937d23d0d67
Source noteuspto-grants-2013_04