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
500 mg (1.89 mmol) of ethyl 3-(naphthalen-1-yl)acrylate prepared in EXAMPLE 80-1) and 368 mg (1.89 mmol) of tosylmethylisocyanide were dissolved in 10 ml of tetrahydrofuran. 255 mg (2.27 mmol) of potassium t-butoxide dissolved in tetrahydrofuran (10 ml) was slowly added thereto and the mixture was refluxed for 30 minutes. 10 ml of water was added to the reaction solution to stop the reaction and the solvent was removed under reduced pressure. The residue was extracted with diethylether, washed with aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was subjected to column chromatography(eluent: ethyl acetate/hexane=1/3, v/v) to give 385 mg (1.45 mmol, Yield 77%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06472526B1 |
|---|
| Source dataset | uspto-grants-2002_10 |
|---|
| ORD ID | ord-a8901ec5a8a54ee2a5a1f37bd5550948 |
|---|
| Source note | uspto-grants-2002_10 |
|---|