Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | (Z)-2-(4,4-dimethyl-2-oxo-pentyl)-cyclooct-2-enone | HCID 25112586 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 23649407 | HCID 23649407 | — |
Reaction Steps
A solution of (Z)-2-(4,4-Dimethyl-2-oxo-pentyl)-cyclooct-2-enone (0.07 g) in ethanol (6 ml) was treated at RT with water (1.5 ml), hydrazine monohydrate (0.07 ml) and acetic acid (1.5 ml), and the mixture was then heated to reflux for 12 h (oil bath temperature: 105° C.). The reaction mixture was partitioned between water and AcOEt. The combined organic layers were washed with 2M aqueous KHCO3, dried over Na2SO4, filtered and evaporated. The residue was purified by flash chromatography (heptane/AcOEt 100% to 85%) to give 3-(2,2-dimethyl-propyl)-5,6,7,8,9,10-hexahydro-cycloocta[c]pyridazine, (0.018 g) as an amorphous white solid. MS (ESI): 233.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07547697B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-a414f04a4e90423fafc91acb1deca6e8 |
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| Source note | uspto-grants-2009_06 |
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