HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-(3-Cyclopropylmethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Cyanophenylhydrazine Hydrochloride | HCID 16212962 | — |
| Reactant | 2-(2-Cyclopropylacetyl)-5,5-dimethylcyclohexane-1,3-dione | HCID 44190459 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(3-Cyclopropylmethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile | HCID 66952435 | 51.2% |
Reaction Steps
2-(2-Cyclopropyl-acetyl)-5,5-dimethyl-cyclohexane-1,3-dione (111.1 mg, 0.5 mmol) and 4-cyanophenylhydrazine hydrochloride (84.8 mg, 0.5 mmol, 1.0 eq) were suspended in 4 mL of 3:1 EtOH:AcOH and microwaved at 100° C. for 10 minutes. The solvent was removed in vacuo and the resultant residue purified by column chromatography to yield 81.8 mg (51% yield) of 4-(3-Cyclopropylmethyl-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-indazol-1-yl)-benzonitrile as an off-white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906529B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-33788ce07e3944a4a81c2413730dcb68 |
| Source note | uspto-grants-2011_03 |