Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,2-Epoxy-3-methoxypropane | HCID 13589 | — |
| Reactant | 1-Phenylpyrazole | HCID 70769 | — |
| Reactant | HCID 178418244 | HCID 178418244 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71272401 | HCID 71272401 | — |
Reaction Steps
To an THF solution (450 ml) of 1-phenylpyrazole (15 g) was added 1.6M butyllithium/hexane solution at −78° C., and the mixture was stirred at −78° C. for 1 hr. To the reaction mixture was added 2-(methoxymethyl)oxirane (27.8 ml) at −78° C., and the mixture was allowed to be warmed to room temperature, and stirred for 1 hr. To the reaction mixture was added 1N hydrochloric acid, the mixture was extracted with ethyl acetate, and the extract was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (12.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090586B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-a8cf0e4982974ea59fb9d6cfa3e096a1 |
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| Source note | uspto-grants-2015_07 |
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