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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450506Generated: October 31, 2026

Water → HCID 59583407, compound

https://huagongshe.com/reaction/450506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl acetoacetateHCID 7757—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 19791786HCID 19791786—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 59583407HCID 5958340768.8%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 2-biphenylylmethyl azide (Intermediate 2) (1.1 g, 5.2 mmol) and methyl acetoacetate (0.9 g, 7.8 mmol) in DMSO (10 mL) was added potassium carbonate (2.9 g, 20 mmol). The reaction mixture was stirred at 40° C. for 48 hours. After cooling, water was added and the mixture was extracted with ethyl acetate, the organic layer was dried on sodium sulphate and after filtration was evaporated to dryness. The residue was purified by flash column chromatography eluting with DCM and DCM/MeOH: 98/2 to give the title compound as an oil (1.1 g, 68.7%). LC/MS: m/z 308 (M+H)+, Rt: 3.14 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486977B2
Source datasetuspto-grants-2013_07
ORD IDord-a1d1b6da6de54929b6d69a9551171335
Source noteuspto-grants-2013_07