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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511426Generated: October 25, 2026

Hydrochloric Acid → 2-methyl-7-nitro-4-(4-oxocyclohex-1-en-1-yl)-2,3-dihydro-1H-isoindol-1-one

https://huagongshe.com/reaction/511426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-oneHCID 67255153—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-methyl-7-nitro-4-(4-oxocyclohex-1-en-1-yl)-2,3-dihydro-1H-isoindol-1-oneHCID 67254317—

Reaction Steps

4-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one (Compound 193E, 515 mg, 1.56 mmol) was dissolved in THF (10 mL) and aq. 3N HCl (3 mL). The resulting mixture was stirred at rt for 4 h. The mixture was diluted with EtOAc (40 mL), washed with brine (2×10 mL), and dried over anhydrous sodium sulfate. Evaporation afforded a yellow oil, which was used to next step without further purification. MS (ES+): m/z=287.10 [MH+]. HPLC: tR=3.13 min (ZQ3, polar—5 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096624B2
Source datasetuspto-grants-2015_08
ORD IDord-773c08a53c64401fb415a22ff3ff74db
Source noteuspto-grants-2015_08