Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Trimethylsulfonium iodide | HCID 75127 | — |
| Reactant | HCID 18000926 | HCID 18000926 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18000846 | HCID 18000846 | 61.9% |
Reaction Steps
507 mg of sodium hydride (55% in paraffin oil) is introduced into 20 ml of dimethylformamide under nitrogen at 0° C., and 1.38 g of trimethylsulfonium iodide is added. After 30 minutes at this temperature, 1.06 g of ketone 52 is added in drops to 4 ml of dimethylformamide. It is stirred for 1 more hour at 0° C., then quenched with sodium chloride solution, extracted with ethyl acetate, dried on sodium sulfate and concentrated by evaporation. After chromatography on silica gel with ethyl acetate/hexane, 702 mg of title compound 53 is obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07211680B2 |
|---|
| Source dataset | uspto-grants-2007_05 |
|---|
| ORD ID | ord-299d37269b87445fb4c76173c1d40d4e |
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| Source note | uspto-grants-2007_05 |
|---|
