ChemicalBook CAS DataBase List 3,5-BIS(TRIFLUOROMETHYL)ANISOLE

3,5-BIS(TRIFLUOROMETHYL)ANISOLE synthesis

8synthesis methods

Product Name:3,5-BIS(TRIFLUOROMETHYL)ANISOLE
CAS Number:349-60-0
Molecular formula:C9H6F6O
Molecular Weight:244.13

328-70-1
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$10.00/25 g

124-41-4 Synthesis

124-41-4
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349-60-0
108 suppliers
$9.00/1g

Yield: 79.4%

Reaction Conditions:

18-crown-6 ether;copper(I) bromide in methanol at 105; for 22 h;

Steps:

3
EXAMPLE 3 Preparation of 3,5-bis(trifluoromethyl)anisole From 1-bromo-3,5-bis(trifluoromethyl)benzene. 25 g of 1-bromo-3,5-bis(trifluoromethyl)benzene (85 mmol) are introduced into a mixture of 366 mg of copper(I) bromide (CuBr, 3 mol %), 1.57 g of 18-crown-6 (7 mol %) and 92.3 g of sodium methanolate solution in methanol (30% strength) (precursor concentration 21%) and heated to 105° C. After the conversion, determined by GC, it is >97% (total of 22 h), the reaction mixture is added to 175 g of water. The mixture is brought to pH 5-6 by metering in hydrochloric acid and is then filtered through decalite. The mixture if extracted twice with 150 g of dichloromethane each time. Vacuum fractionation of the combined organic phases results in 16.5 g of 3,5-bis(trifluoromethyl)anisole (68 mmol, 79.4%), GC purity >98.5% a/a.

References:

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

46331-50-4 Synthesis