Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Hydroxycarbazole | HCID 93551 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58948674 | HCID 58948674 | 83.5% |
Reaction Steps
A mixture of 9H-carbazol-2-ol (8.57 g, 46.78 mmol, 1.0 eq), BnBr (5.56 mL, 46.78 mmol, 1.0 eq) and K2CO3 (6.47 g, 46.78 mmol, 2.0 eq) in DMF (70 mL) was stirred at room temperature for two days. Then water (70 mL) was added, the mixture was stirred at room temperature for another 5 minutes. The precipitate was filtered and washed with water three times first, then washed with ethyl acetate once. The collected solid was dried in air under reduced pressure to afford the desired product as a grey solid (10.68 g in 83% yield). 1H NMR (DMSO-d6, 400 MHz): δ 5.21 (s, 2H), 6.86 (dd, J=7.2, 2.0 Hz, 1H), 7.06 (d, J=1.6 Hz, 1H), 7.10-7.13 (m, 1H), 7.28-7.31 (m, 1H), 7.35 (t, J=6.0 Hz, 1H), 7.40-7.44 (m, 3H), 7.52 (d, J=5.6 Hz, 2H), 7.97-8.00 (m, 2H), 11.12 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09224963B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-3bea4bdd83e544928318b17de7aad921 |
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| Source note | uspto-grants-2015_12 |
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