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1-Phenyl-1H-indazole-3-ol synthesis
- Product Name:1-Phenyl-1H-indazole-3-ol
- CAS Number:28561-80-0
- Molecular formula:C13H10N2O
- Molecular Weight:210.23
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Yield:28561-80-0 99%
Reaction Conditions:
with potassium-t-butoxide in tetrahydrofuran; for 2 h;Sealed tube;Inert atmosphere;Reflux;
Steps:
1-Phenyl-1H-indazol-3(2H)-one (2a); Typical Procedure
To a dried 50-mL Radleys reaction tube were added 1a (49.3 mg, 0.2 mmol), KOt-Bu (67.4 mg, 0.6 mmol), and THF (4 mL). The mixture was stirred at reflux for 2 h under N2 atmosphere. The mixture was cooled to r.t., the solvent was removed under reduced pressure, and the residue was purified by column chromatography (petroleum ether/EtOAc,5:1) to give 2a (41.7 mg, 99%) as a white solid; mp 213.5-214.6 °C. 1H NMR (400 MHz, DMSO-d6): δ = 11.24 (s, 1 H), 7.77 (d, J = 8.9 Hz, 2H), 7.69 (d, J = 7.6 Hz, 2 H), 7.52 (t, J = 7.9 Hz, 2 H), 7.47-7.43 (m, 1 H),7.26 (t, J = 7.4 Hz, 1 H), 7.16 (t, J = 7.7 Hz, 1 H). 13C NMR (100 MHz, DMSO-d6): δ = 156.8, 140.7, 139.7, 130.0, 128.8,125.2, 121.1, 121.0, 120.8, 115.3, 110.8.
References:
Wang, Wei-Juan;Chen, Jia-Hua;Chen, Zi-Cong;Zeng, Yu-Feng;Zhang, Xue-Jing;Yan, Ming;Chan, Albert S. C. [Synthesis,2016,vol. 48,# 20,p. 3551 - 3558]
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