3-BROMO-2-ETHOXYPYRIDINE synthesis
- Product Name:3-BROMO-2-ETHOXYPYRIDINE
- CAS Number:57883-25-7
- Molecular formula:C7H8BrNO
- Molecular Weight:202.05
13534-89-9
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64-17-5
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57883-25-7
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$72.50/250mg
Yield:57883-25-7 85%
Reaction Conditions:
with sodium for 12 h;Reflux;
Steps:
3-Bromo-2-ethoxypyridine (4a); Typical Procedure
General procedure: Na (2.40 g, 105 mmol) was slowly dissolved in anhyd EtOH (100 mL)while stirring. Then, 2,3-dibromopyridine (7.11 g, 30.0 mmol) wasadded and the reaction mixture was refluxed for 12 h. After quenchingwith sat. aq NH4Cl, the product was extracted with EtOAc. Thecombined organic extracts were dried (Na2SO4) and evaporated invacuo. The crude product obtained was purified by flash chromatography(n-pentane:EtOAc 9:1) to give 4a as a yellow liquid; yield: 5.15g (25.5 mmol, 85%).IR (Diamond-ATR, neat): 2978, 1581, 1471, 1444, 1429, 1381, 13511314, 1297, 1251, 1243, 1068, 1035, 1019, 928, 781, 750, 690 cm-1.1H NMR (400 MHz, CDCl3): = 8.07 (dd, J = 4.9, 1.7 Hz, 1 H), 7.79 (dd,J = 7.6, 1.7 Hz, 1 H), 6.74 (dd, J = 7.6, 4.9 Hz, 1 H), 4.43 (q, J = 7.0 Hz, 2H), 1.43 (t, J = 7.1 Hz, 3 H).13C NMR (101?MHz, CDCl 3): = 159.9, 145.6, 141.7, 117.6, 107.3, 63.0,14.7.MS (EI, 70 eV): m/z (%) = 188 (98), 186 (100), 175 (34), 153 (35), 159(19), 157 (19), 147 (57), 145 (59), 78 (37).HRMS (EI): m/z [M - CH3]+ calcd for C6H5BrNO: 185.9555; found:185.9548
References:
Heinz, Benjamin;Djukanovic, Dimitrije;Siemens, Fiona;Idriess, Mohamed;Martin, Benjamin;Knochel, Paul [Synthesis,2021,vol. 54,# 22,p. 5055 - 5063]
36178-05-9
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64-17-5
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$10.00/50g
57883-25-7
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$72.50/250mg
52200-48-3
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$11.00/1g
64-17-5
693 suppliers
$10.00/50g
57883-25-7
109 suppliers
$72.50/250mg
52200-48-3
347 suppliers
$11.00/1g
57883-25-7
109 suppliers
$72.50/250mg
52200-48-3
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$11.00/1g
141-52-6
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$10.00/5g
57883-25-7
109 suppliers
$72.50/250mg