HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359552Generated: October 27, 2026
Sodium hydride → 1-{1-[4-(Propan-2-yl)phenyl]cyclopropyl}ethan-1-one
https://huagongshe.com/reaction/1359552
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Trimethylsulfonium iodide | HCID 75127 | — |
| Reactant | 3-[4-(1-Methylethyl)phenyl]-3-buten-2-one | HCID 18000858 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-{1-[4-(Propan-2-yl)phenyl]cyclopropyl}ethan-1-one | HCID 18000919 | 44.7% |
Reaction Steps
474 mg of sodium hydride (55% in paraffin oil) is introduced into 20 ml of dimethylformamide under nitrogen at 0° C., and 1.29 g of trimethylsulfonium iodide is added. After 30 minutes at this temperature, 930 mg of ketone 46 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, 447 mg of title compound 47 is obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06600058B1 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-eacb9d4568c64530943976a6ec5ff0eb |
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| Source note | uspto-grants-2003_07 |
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