Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Ethyl isocyanoacetate | HCID 533707 | — |
| Reactant | HCID 59331615 | HCID 59331615 | — |
| Product | HCID 59331259 | HCID 59331259 | 43% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318746B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-c338aa3806a34b2fb790de8c6c5c8782 |
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| Source note | uspto-grants-2012_11 |
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