Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Ethyl 3-(naphthalen-1-yl)prop-2-enoate | HCID 53428571 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | Agn-PC-0MW2M5 | HCID 9943237 | 77% |
Reaction Steps
5 g(18.9 mmol) of 3-(naphthalen-1-yl)-acrylic acid ethyl ester prepared in Preparation 2-1) and 3.68 g(18.9 mmol) of tosylmethylisocyanide were dissolved in 100 ml of tetrahydrofuran. To this solution was slowly added 2.55 g(22.7 mmol) of potassium t-butoxide dissolved in 100 ml of tetrahydrofuran, then the resulting solution was refluxed for 30 minutes. 100 ml of water was added to the reaction solution in order to stop the reaction, and the solvent was eliminated under reduced pressure. The residue was extracted with diethylether, washed with aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue was subjected to silica gel column chromatography(eluent: ethyl acetate/n-hexane=1/3, v/v) to obtain 3.85 g(14.5 mmol, Yield 77%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06436960B1 |
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| Source dataset | uspto-grants-2002_08 |
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| ORD ID | ord-1eb38a2b2f9b4320bf72f7829fda27b1 |
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| Source note | uspto-grants-2002_08 |
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