Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 5-Chloro-6-ethylpyrazine-2,3-dicarbonitrile | HCID 12907199 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 13336896 | HCID 13336896 | 67% |
Reaction Steps
2,3-Dicyano-5-chloro-6-ethylpyrazine (1.35 g; 0.007 mole) was dissolved in 30 ml of acetone, and while the solution was cooled to -5° C., a solution prepared from 20 ml of allylalcohol and 0.16 g (0.007 mole) of sodium was added dropwise. Then, the mixture was stirred for 30 minutes. The reaction mixture was poured into 200 ml of ice water, and the separated oily product was extracted with toluene. The toluene layer was concentrated under reduced pressure to afford a crude product. The resulting crude product was chromatographed on a column containing silica gel using toluene as an eluent to afford 1.00 g (yield 67%) of 2,3-dicyano-5-allyloxy-6-ethylpyrazine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04259489 |
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| Source dataset | uspto-grants-1981_03 |
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| ORD ID | ord-a57b85c6ab9043f391174b29f8633832 |
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| Source note | uspto-grants-1981_03 |
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