Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 13849498 | HCID 13849498 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | HCID 14579764 | HCID 14579764 | 64.9% |
Reaction Steps
A mixture of 2-acetyl-4-hydroxy-3-methylbenzofuran (2 g; 10.5mmoles), potassium hydroxide pellets (4 g; 73mmoles), ethylene glycol (50 ml) and 99% hydrazine (3 ml) was heated at 100° C. for 2 hours and at 180° C. for 2 hours. The mixture was acidified with excess 20% citric acid solution and extracted with ether. The ether layer was dried (Na2SO4), filtered, concentrated, and chromatographed to obtain 1.2 g of the title compound as an oil which crystallized from hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04863958 |
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| Source dataset | uspto-grants-1989_09 |
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| ORD ID | ord-8ebb6a2f0bd4415f8c265eb8c7377bce |
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| Source note | uspto-grants-1989_09 |
|---|