Methyl 2-chlorothiophene-3-carboxylate synthesis
- Product Name:Methyl 2-chlorothiophene-3-carboxylate
- CAS Number:76360-42-4
- Molecular formula:C6H5ClO2S
- Molecular Weight:176.62
67-56-1
53935-71-0
76360-42-4
To a 100 mL round bottom flask was added 2-chloro-3-thiophenecarboxylic acid (3 g, 18.45 mmol) and methanol (50 mL). With stirring at 0 °C, thionyl chloride (4.4 g, 37.29 mmol) was added slowly and dropwise. The reaction mixture was continued to be stirred at room temperature for 3 hours. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure by rotary evaporator. The concentrated residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1:10 to 1:8) as eluent. Finally, 3.2 g of methyl 2-chlorothiophene-3-carboxylate was obtained in 98% yield as a yellow oil.
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Yield:76360-42-4 98%
Reaction Conditions:
with thionyl chloride at 0 - 20; for 3 h;
Steps:
1 Step 1: Methyl 2-chlorothiophene-3-carboxylate
Into a 100-mL round-bottom flask, was placed 2-chlorothiophene-3-carboxylic acid (3 g, 18.45 mmol) and MeOH (50 mL). This was followed by the addition of SO2Cl (4.4 g, 37.29 mmol) dropwise with stirring at 0oC. The resulting solution was stirred for 3 h at RT and then was concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:10 to 1:8). This resulted in 3.2 g (98%) of the title compound as a yellow oil.
References:
WO2017/184624,2017,A1 Location in patent:Page/Page column 180; 181
53935-71-0
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$28.00/250mg
76360-42-4
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