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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251564Generated: November 2, 2026

Water → HCID 59643422, compound

https://huagongshe.com/reaction/2251564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantHCID 63319772HCID 63319772—
SolventMethanolHCID 887—
ProductHCID 59643422HCID 5964342240.5%

Reaction Steps

To a solution of 1-(4-bromophenyl)-3-cyclopropyl-1,3-propanedione (2.60 g, 9.73 mmol) in anhydrous MeOH (80 ml) was added hydroxylamine hydrochloride (2.71 g, 39.00 mmol). The mixture was heated to reflux for 14 h. Upon cooling, the solution was poured into water, and extracted with CH2Cl2 (3×200 ml). The combined organic phases were dried with MgSO4 and concentrated in vacuo. The regioisomers were separated by flash chromatography (CH2Cl2/hexanes, 10:90 to 40:60) to yield the title compound as a white solid (1.04 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319104B2
Source datasetuspto-grants-2008_01
ORD IDord-dcf47944b33f43b79c9d3133e374370c
Source noteuspto-grants-2008_01