참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | Sodium Azide | HCID 33557 | — |
| 반응물 | L-Proline | HCID 145742 | — |
| 반응물 | 3,6-Dibromocarbazole | HCID 274874 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Water ethanol | HCID 19096565 | — |
| 생성물 | 3-azido-6-bromo-9H-carbazole | HCID 58065877 | — |
반응 단계
3,6-Dibromocarbazole (0.500 g, 1.538 mmol), NaN3 (0.120 g, 1.846 mmol), CuI (0.029 g, 0.154 mmol), L-proline (0.053 g, 0.461 mmol) and NaOH (0.019 g, 0.461 mmol) were dissolved in 7:3 EtOH/H2O (3.0 mL) and heated to 95° C. under a N2 atmosphere for 24 h. The completed reaction was partitioned between EtOAc/H2O (3×) and the combined organics were washed with satd. aq. NaCl, dried over Na2SO4, filtered, and concentrated. The crude residue was purified by chromatography (SiO2, 0-15% EtOAc/toluene), followed by HPLC (Phenomenex SiO2 Luna 10μ, 250×21.2 mm column, 50% EtOAc/Hexane, 21 mL/min, retention time=48 min) to afford the desired product.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09095572B2 |
|---|
| 출처 데이터셋 | uspto-grants-2015_08 |
|---|
| ORD ID | ord-bbebfcfa563e4092aa39103dae4d5b1c |
|---|
| 출처 메모 | uspto-grants-2015_08 |
|---|
