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ChemicalBook CAS DataBase List ETHYL 5-THENOYL-2-THIOPHENE CARBOXYLATE

ETHYL 5-THENOYL-2-THIOPHENE CARBOXYLATE synthesis

1synthesis methods
5271-67-0 Synthesis
2-Thiophenecarbonyl chloride

5271-67-0
253 suppliers
$5.00/1g

5751-83-7 Synthesis
Ethyl 5-bromothiophene-2-carboxylate

5751-83-7
147 suppliers
$6.00/1g

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Yield:890100-51-3 68%

Reaction Conditions:

Stage #1: ethyl 5-bromothiophene-2-carboxylatewith diisobutylaluminum chloride in tetrahydrofuran at -78;Inert atmosphere;Schlenk technique;
Stage #2: with n-butyllithium in tetrahydrofuran;hexane at -78 - 20;Inert atmosphere;Schlenk technique;
Stage #3: 2-Thiophenecarbonyl chloridewith copper(I) cyanide di(lithium chloride) in tetrahydrofuran;hexane at -40 - 25;Inert atmosphere;

References:

Klatt, Thomas;Groll, Klaus;Knochel, Paul [Chemical Communications,2013,vol. 49,# 62,p. 6953 - 6955] Location in patent:supporting information

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