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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478437Generated: October 30, 2026

Water → 3-(4-Isopropoxy-3-methyl-benzoyl)-10-(3-pyridyl)-11-oxa-3-azaspiro[5.5]undec-9-en-8-one

https://huagongshe.com/reaction/1478437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant4-[4-Hydroxy-1-(4-isopropoxy-3-methyl-benzoyl)-4-piperidyl]-1-(3-pyridyl)butane-1,3-dioneHCID 89704501—
SolventDichloromethaneHCID 6344—
Product3-(4-Isopropoxy-3-methyl-benzoyl)-10-(3-pyridyl)-11-oxa-3-azaspiro[5.5]undec-9-en-8-oneHCID 89708442—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 4-[4-hydroxy-1-(4-isopropoxy-3-methyl-benzoyl)-4-piperidyl]-1-(3-pyridyl)butane-1,3-dione (1 mmol) in dichloromethane (5 mL) was added PPTS (251 mg, 1.00 mmol). The mixture was heated in microwave at 120° C. for 45 min. Water was added. The aqueous layer was extracted with dichloromethane (2×). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated to dryness. The residue was purified by column chromatography (40-50% ethyl acetate-Hex) to provide 3-(4-isopropoxy-3-methyl-benzoyl)-10-(3-pyridyl)-11-oxa-3-azaspiro[5.5]undec-9-en-8-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403839B2
Source datasetuspto-grants-2016_08
ORD IDord-aa7c665eaf174e9ab29973db81035450
Source noteuspto-grants-2016_08