5-broMo-2-(tetrahydro-2H-pyran-4-yloxy)benzonitrile synthesis
- Product Name:5-broMo-2-(tetrahydro-2H-pyran-4-yloxy)benzonitrile
- CAS Number:876918-62-6
- Molecular formula:C12H12BrNO2
- Molecular Weight:282.13
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Yield:876918-62-6 96%
Reaction Conditions:
with triphenylphosphine;diethylazodicarboxylate in tetrahydrofuran at 20; for 18 h;
Steps:
I-4.1
To a solution of 5- bromo-2-hydroxy-benzonitrile (1.98 g, 10.0 mmol) in dry THF (40 mL) was added tetrahydro-2H- pyran-4-ol (1.02 g, 10 mmol), PPh3 (3.15 g, 12 mmol), followed by addition of DEAD (1.89 mL, 12 mmol) at rt. After stirring at rt for 18 h, the reaction mixture was concentrated under reduced pressure. The residue was purified by column chromatography (Si02, EtOAc/Hexanes, 0-80%) to afford the title compound (2.7 g, 96%). 1H NMR (DMSO- 6) δ 8.02 (d, IH), 7.81 (dd, IH), 7.35 (d, IH), 4.85-4.78 (m, IH), 3.86-3.80 (m, 2H), 3.55-3.47 (m, 2H), 2.01-1.96 (m, 2H), 1.67-1.58 (m, 2H).
References:
WO2011/46970,2011,A1 Location in patent:Page/Page column 94; 95
2081-44-9
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$6.00/1g
179897-89-3
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876918-62-6
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