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ChemicalBook CAS DataBase List p-Trifluoromethoxy phenol
828-27-3

p-Trifluoromethoxy phenol synthesis

8synthesis methods
4-Trifluoromethoxyphenylboronic acid

139301-27-2

p-Trifluoromethoxy phenol

828-27-3

General procedure for the synthesis of 4-trifluoromethoxyphenol from 4-trifluoromethoxyphenylboronic acid: In an atypical method, a flask containing 4-trifluoromethoxyphenylboronic acid (100 mg, 0.82 mmol) was taken to which 10 mol% of iron(III) oxide photocatalyst (13.1 mg) and tetrahydrofuran (2 ml) were added. The reaction mixture was stirred in a normal open flask under diffuse sunlight until complete consumption of the feedstock was shown by thin layer chromatography (TLC) detection. Upon completion of the reaction, the reaction was quenched with water and filtered to remove the catalyst. The filtrate was concentrated under vacuum. The crude product was purified by column chromatography on silica gel (100-200 mesh) with an eluent of 15:1 ethyl acetate/hexane, resulting in 73.2 mg (95% yield) of pure crystalline 4-trifluoromethoxyphenol.

139301-27-2 Synthesis
4-Trifluoromethoxyphenylboronic acid

139301-27-2
387 suppliers
$14.00/5G

-

Yield:828-27-3 92%

Reaction Conditions:

with iron(III) oxide;oxygen in tetrahydrofuranIrradiation;

Steps:

General procedure for the preparation of phenols from arylboronic acids:
General procedure: In atypical procedure, a flask containing phenylboronic acid (100 mg, 0.82 mmol) was taken and to it were added 10 mol % of iron(III) oxide photocatalyst(13.1 mg) and tetrahydrofuran (2 ml). The reaction mixture was kept for stirring under diffused sunlight in ordinary open flask until the starting material is consumed on TLC. Quenched with water after completion and the catalyst was filtered off, the filtrate was concentrated in vacuo. The crudeproduct was purified on silica (100-200 mesh) column chromatography (15%ethylacetate/hexane) to offer 73.2 mg (in 95% yield) of pure crystalline phenol.

References:

Sawant, Sanghapal D.;Hudwekar, Abhinandan D.;Aravinda Kumar;Venkateswarlu, Vunnam;Singh, Parvinder Pal;Vishwakarma, Ram A. [Tetrahedron Letters,2014,vol. 55,# 4,p. 811 - 814]

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