2-Chloro-6-hydroxyquinoline synthesis
- Product Name:2-Chloro-6-hydroxyquinoline
- CAS Number:577967-89-6
- Molecular formula:C9H6ClNO
- Molecular Weight:179.6
13676-02-3
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577967-89-6
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Yield: 93%
Reaction Conditions:
with boron tribromide in dichloromethane at 0 - 20; for 15 h;
Steps:
General procedure: To a cooled solution of aryl methyl ether ( 1.0 equiv.) in DCM (10 mL) was added BBr3 (5.0 equiv.) slowly. The resulting mixture was stirred at 0 C and then warmed gradually to room temperature, and. stirred at room temperature for 15 hrs. After the reaction was completed, the reaction was quenched with NaHCO3 solution (50 mL) and extracted with DCM (4 × 10 mL). The combined organic layers were washed with H2O (3 × 10 mL), dried (Na2SO4) and concentrated in vacuo to afford the expected phenols. 2-chloroquinolin-6-ol: DHK-6-71 was prepared using general procedure G. Reaction was performed on a 2 g scale. DHK-6-71 was isolated as yellow solid. (1.72 g. 93%).
References:
Eli Lilly and Company;Cashion, D.K;chen, G.;Kasi, D;kolb, C;liu, C;sinha, A;Szardenings, A.k;wang, E;yu, C;zhang, W;Gangadharmath, Umesh B;Walsh, J.C CN102985411, 2016, B Location in patent:Paragraph 0906-0908
19315-93-6
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577967-89-6
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6563-13-9
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577967-89-6
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5263-87-6
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577967-89-6
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13676-00-1
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$285.00/100mg
577967-89-6
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$15.00/250mg