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ChemicalBook CAS DataBase List 3-Methoxythiophene
17573-92-1

3-Methoxythiophene synthesis

6synthesis methods
-

Yield:17573-92-1 91%

Reaction Conditions:

polyethylene glycol dimethyl ether;copper(I) bromide in methanol at 90; for 10 h;

Steps:

2
EXAMPLE 2 Preparation of 3-methoxythiophene From 3-bromothiophene 185 g of 3-bromothiophene (1.13 mol) are introduced into a mixture of 3.24 g of copper(I) bromide (CuBr, 2 mol %), 14.1 g of PEG DME 250 (5 mol %) and 407 g of sodium methanolate solution in methanol (30% strength) (precursor concentration 30.4) and heated to 90° C. After the conversion, determined by GC, it is >98% (total of 10 h), the reaction mixture is added to 300 g of water. It is subsequently filtered through decalite, and the mixture is extracted twice with 120 g of MTBE each time. Vacuum fractionation of the combined organic phases results in 117.4 g of 3-methoxylthiophene (1.03 mol, 91%), GC purity >99% a/a.

References:

MEUDT, Andreas;Rausch, Bernhard J. US2008/71084, 2008, A1 Location in patent:Page/Page column 4

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