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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881952Generated: November 1, 2026

Toluene → HCID 59331259, compound

https://huagongshe.com/reaction/1881952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantEthyl isocyanoacetateHCID 533707—
ReactantHCID 59331615HCID 59331615—
ProductHCID 59331259HCID 5933125943%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution (5 mL) of 6-cyclopentyl-5-[4-(methylsulfonyl)phenyl]hexane-2,4-dione (1.60 g) in toluene were added ethyl isocyanoacetate (0.29 g) and dodecacarbonyltetrarhodium(0) complex (55 mg), and the mixture was stirred under argon atmosphere at 80° C. overnight. After cooling to room temperature, the reaction mixture was concentrated, and the residue was subjected to NH silica gel column chromatography, and the title compound (0.44 g, yield 43%) was obtained as colorless amorphous crystals from a fraction eluted with ethyl acetate-hexane (1:1, volume ratio). MS: 404 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318746B2
Source datasetuspto-grants-2012_11
ORD IDord-c338aa3806a34b2fb790de8c6c5c8782
Source noteuspto-grants-2012_11