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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1841894Generated: November 3, 2026

Hydrochloric Acid → 3-(5-Bromo-2-methylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-en-2-one

https://huagongshe.com/reaction/1841894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantMethyl 1-{[(5-bromo-2-methylphenyl)acetyl]amino}cyclohexanecarboxylateHCID 67375467—
SolventDimethylformamideHCID 6228—
Product3-(5-Bromo-2-methylphenyl)-4-hydroxy-1-azaspiro[4.5]dec-3-en-2-oneHCID 67374584—

Reaction Conditions

Temperature80 °C

Reaction Steps

1.71 g (15.2 mmol) of potassium tert-butoxide were added to 2.80 g (7.60 mmol) of the compound from Example 12A in 15 ml of N,N-dimethylformamide. The reaction mixture was heated at 80° C. for 15 minutes. After cooling, water was added and aqueous hydrogen chloride solution was added dropwise. The precipitate was filtered off with suction, washed with water and dried. This gave 2.33 g (90% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946124B2
Source datasetuspto-grants-2015_02
ORD IDord-51bcd14a542d448faba46498477e1e5b
Source noteuspto-grants-2015_02