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Methyl 2-chlorothiophene-3-carboxylate synthesis

3synthesis methods
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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