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76347-62-1

4-(4-BroMophenyl)-2-Methylbut-3-yn-2-ol synthesis

6synthesis methods
-

Yield:76347-62-1 94%

Reaction Conditions:

in ethyl acetate; for 2 h;UV-irradiation;

Steps:

Light Irradiation of Compounds 1-7

General procedure: 1 (100 mg, 339 μmol) wasdissolved in either CHCl3, THF, methanol or DCM (15 mL) andstirred for 120 min irradiated by a UV-lamp (365 nm, 200 μWatt/cm2)in a distance of around 2 cm. If the reaction is performed in CDCl3,the reaction can be followed by NMR (see Scheme 1). The crude product wasextracted with DCM (3 x 30 mL), washed with water (2 x 25 mL), driedover MgSO4, filtered off and concentrated under reduced pressure.The product was obtained after column chromatography (silica, hexane/ethyl acetate (4:1), Rf=0.33). Compound 8 was obtained (characterization seeabove) (yield: 52 mg, 96%).

References:

Gschneidtner, Tina A.;Moth-Poulsen, Kasper [Tetrahedron Letters,2013,vol. 54,# 40,p. 5426 - 5429] Location in patent:supporting information