Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Isobutylene | HCID 8255 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178524628 | HCID 178524628 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 178450759 | HCID 178450759 | — |
Reaction Steps
To condensed isobutylene (1 ml) in a resealable glass tube was added 1-phenyl-3-carboxy-5-hydroxypyrazole (1 g; 4.9 mmol) in 30 ml of dioxane. The reaction mixture was cooled to -78° C. and 0.5 ml of conc. sulfuric acid was then added. The tube was sealed, stirred at room temperature for 6 hours, and cooled. The tube was opened, the mixture was neutralized and then basified (pH=12) with 2N NaOH solution, and extracted with ethyl acetate (3×). The combined organic layer was dried over magnesium sulfate and concentrated in vacuo to afford 431 mg of 1-phenyl-3-(t-butyloxycarbonyl)-5-hydroxypyrazole as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05750550 |
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| Source dataset | uspto-grants-1998_05 |
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| ORD ID | ord-d4e51f863f0949cd82125dd140f673a9 |
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| Source note | uspto-grants-1998_05 |
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