Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 67377640 | HCID 67377640 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67377908 | HCID 67377908 | 103.8% |
Reaction Steps
To a solution of 5,6-dichloro-2,3,4,9-tetrahydro-1H-carbazol-1-one (intermediate 5a) (0.8 g, 1.97 mmol) in MeOH (10 mL), KOH (0.055 g, 0.98 mmol) followed by PhCHO (1.0 g, 9.42 mmol) were added. The reaction mixture was heated to 80° C. for 12 h cooled to room temperature during which a solid precipitated out which was filtered and dried in vacuo to give the title compound as a light yellow solid (0.7 g, 70%). 1H NMR (500 MHz, CDCl3, δ in ppm) 9.25 (bs, 1H), 7.80 (s, 1H), 7.45-7.42 (m, 4H), 7.39-7.35 (m, 2H), 7.31 (d, J=9.0 Hz, 1H), 3.44 (t, J=6.0 Hz, 2H), 3.28 (t, J=6.0 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987319B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-6291bc5569a943b4baaebebae8ffb4bc |
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| Source note | uspto-grants-2015_03 |
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