Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 57428852 | HCID 57428852 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 60204538 | HCID 60204538 | 46% |
Reaction Steps
Chloroacetone (0.100 mL, 1.26 mmol) was added dropwise to a stirred suspension of potassium carbonate (0.210 g, 1.52 mmol) and 4-fluorophenyl 2-cyano-3-(4-fluorophenyl)-3-oxopropanedithioate (0.20 g, 0.60 mmol) from step (ii) in DMF (2.5 mL). The reaction temperature was raised to 50° C. for 50 min. The reaction mixture was then diluted with Et2O and H2O. The organic layer was separated and washed with H2O and brine, dried over Na2SO4, and concentrated. The residue was purified by flash chromatography, eluting with a gradient of 0.75-15% EtOAc/hexanes to afford the product as a yellow oil (102 mg, 0.27 mmol, 46% yield). MS (M−H)-370.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858785B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-1568ed8138894c2281a7e2043ee1384b |
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| Source note | uspto-grants-2010_12 |
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