Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphenyl chlorophosphate | HCID 75654 | — |
| Reactant | 2,2,2-trifluoro-N-naphthalen-1-ylacetamide | HCID 267657 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 143681-37-2 | HCID 10332712 | 86.4% |
Reaction Steps
Five grams (20.9 mmol) of 2,2,2-trifluoro-N-(naphthalen-1-yl)acetamide, 11.23 g (41.8 mmol) of diphenyl chlorophosphate, 4.22 g (41.8 mmol) of triethylamine, and 20 ml of acetonitrile were introduced into a 50 ml flask and reacted for 15 hours while being refluxed (82° C.). After the reaction, the reaction solution was cooled to room temperature, 15 ml of ethyl acetate was added thereto, and the precipitate was then filtered off. The filtrate was subjected to solvent removal by evaporation, and the crude product thus obtained was purified by column chromatography (silica gel, ethyl acetate:hexane=3:7), resulting in 4.65 g of N-(naphthalen-1-yl)-2,2,2-trifluoroacetimidoyl chloride as a yellow oil (yield: 86.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07282609B2 |
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| Source dataset | uspto-grants-2007_10 |
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| ORD ID | ord-39ea0d3e3c554341a22a2ff4df800487 |
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| Source note | uspto-grants-2007_10 |
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