Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Norbornadiene | HCID 8473 | — |
| Reactant | HCID 86674809 | HCID 86674809 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 71087792 | HCID 71087792 | 69% |
Reaction Steps
Ethyl 2-chloro-2-(2-(4-(difluoromethoxy)phenyl)hydrazono)acetate (585 mg, 2 mmol) was dissolved in toluene (4 ml) and 2,5-norbornadiene (906 mg, 1 ml, 9.83 mmol) and triethylamine (587 mg, 808 μl, 5.8 mmol) were added. The reaction mixture was stirred at 70° C. for 30 min and the reaction mixture was allowed to stir at room temperature overnight. The solid was filtered off and washed with toluene. The organic fraction was evaporated and the residue obtained was dissolved in xylene (12 ml) and refluxed for 2 hours. The solvent was evaporated and the residue was purified by column chromatography (50 g Silicagel, dichloromethane) to yield 387 mg (69%) of a light yellow solid. MS (ISP): 283.1 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073911B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-631b9b48fc9745d4b994bbf97cdae81c |
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| Source note | uspto-grants-2015_07 |
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