참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | 1-(3-Amino-4-Methylphenyl)Ethanone | HCID 342914 | — |
| 반응물 | Potassium Acetate | HCID 517044 | — |
| 반응물 | Sodium Nitrite | HCID 23668193 | — |
| 촉매 | 18-Crown-6 | HCID 28557 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 1-(1H-indazol-6-yl)ethan-1-one | HCID 44119223 | 38.6% |
반응 단계
Concentrated HCl (2 mL) was added to a mixture of 1-(3-amino-4-methyl-phenyl)ethanone (8.4 mmol) and NaBF4 (1.2 g, 11 mmol) in H2O (10 mL) and the solution was cooled to 0° C. A solution of NaNO2 (0.58 g, 8.4 mmol) in H2O (1.5 mL) was added dropwise and the mixture was stirred at 0° C. for 30 min. The solid that formed was collected by filtration and washed with H2O (5 mL) followed by Et2O (5 mL) and dried under a reduced pressure. CH2Cl2 (20 mL), KOAc (0.91 g, 9.3 mmol) and 18-crown-6 (50 mg, 0.2 mmol) was added to the solid and the mixture was stirred at room temperature for 4 h. H2O (20 mL) was added and the layers were separated. The organic layer was dried (MgSO4) and the solvent removed at reduced pressure to afford 1-(1H-indazol-6-yl)ethanone (0.52 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08377983B2 |
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| 출처 데이터셋 | uspto-grants-2013_02 |
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| ORD ID | ord-0c91c52484e94218bfb98cd2ab0463b1 |
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| 출처 메모 | uspto-grants-2013_02 |
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