Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | HCID 18671661 | HCID 18671661 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18671656 | HCID 18671656 | 69.7% |
Reaction Steps
A mixture of 9-benzyl-3,3-dichloro-1,2,3,9-tetrahydro-4H-carbazol-4-one (0.225 g, 1.78 mmol), LiCl (0.225 g, 5.34 mmol), Li2CO3 (0.395 g, 5.34 mmol), and DMF (6 mL) is heated at 135° C. for 45 min. After cooling, the mixture is partitioned between ethyl ether and aq. ammonium chloride/brine and brine. The organic layer is dried over magnesium sulfate and concentrated to dryness. Chromatography on silica gel (40 mL) using ethyl acetate/hexane (10/90) gave 0.382 g of 9-benzyl-3-chloro-9H-carbazol-4-ol. 1H NMR (CDCl3) δ5.48, 6.14, 6.88, 7.11, 7.12, 7.24-7.36, 7.43, 8.37.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06514968B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-8478ec8f9cb9432f853b419e9f2b4b43 |
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| Source note | uspto-grants-2003_02 |
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