Methyl 5-(bromomethyl)-2-thiophenecarboxylate synthesis
- Product Name:Methyl 5-(bromomethyl)-2-thiophenecarboxylate
- CAS Number:108499-32-7
- Molecular formula:C7H7BrO2S
- Molecular Weight:235.1
19432-69-0
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108499-32-7
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Yield: 100%
Reaction Conditions:
with N-Bromosuccinimide;dibenzoyl peroxide in chloroform for 7 h;Reflux;
Steps:
4 Preparation 4 Methyl 5-(bromomethyl)thiophene-2-carboxylate
Add freshly recrystallised NBS (323.8 g, 1.81 mol) to a solution of methyl-5- methylthiophene-2-carboxylate (258 g, 1.65 mol) in chloroform (2.6 L) at room temperature, and stir. Add benzoyl peroxide (3.99 g, 0.016 mol) and heat the reaction mixture to reflux for 7 hours. Cool the reaction mixture to ambient temperature and filter through diatomaceous earth. Wash the filter cake with chloroform (250 ml). Collect the organic layers and remove the solvent to give the title compound (388 g, 100%), which is used without further purification. ESI (m/z) 236(M+H).
References:
ELI LILLY AND COMPANY;HAMDOUCHI, Chafiq WO2013/25424, 2013, A1 Location in patent:Page/Page column 8
530145-16-5
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108499-32-7
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108499-32-7
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19432-69-0
62 suppliers
$24.00/250mg
108499-32-7
38 suppliers
$45.00/5mg
1001200-44-7
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1000210-73-0
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108499-32-7
38 suppliers
$45.00/5mg