Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | HCID 11805118 | HCID 11805118 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 5324600 | HCID 5324600 | 57% |
Reaction Steps
A 150-mL round-bottom flask was placed a solution of methyl 2-hydrazinylbenzoate (7.81 g, 1.00 equiv, 1%) in AcOH (70 mL). To this solution was added cyclohexanone (4.5 g, 45.92 mmol, 1.00 equiv) dropwise with stirring at 80° C. The resulting solution was heated to reflux for 2 hr in an oil bath. Upon completion, the reaction was then quenched with water (50 mL). The solids were collected by filtration and washed with H2O (2×50 mL) affording methyl 6,7,8,9-tetrahydro-5H-carbazole-1-carboxylate as white solid (6 g, 55.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08080566B1 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-da46af79dc554475a01c4f6c7264aee4 |
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| Source note | uspto-grants-2011_12 |
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