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ChemicalBook CAS DataBase List 1-(4-Methoxyphenyl)-3-methylbutan-2-one

1-(4-Methoxyphenyl)-3-methylbutan-2-one synthesis

7synthesis methods
-

Yield:61173-96-4 83%

Reaction Conditions:

with tris-(dibenzylideneacetone)dipalladium(0);4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;sodium t-butanolate in tetrahydrofuran at 60; for 12 h;Inert atmosphere;

Steps:

75.1 Step 1: 1 -(4-methoxyphenyl)-3-methyl butan-2-one

[00454] To a reaction flask were added 1-i odo-4- methoxybenz ene (53 g, 226.47 mmol), 3-methylbutan-2-one (59 g, 685.0 mmol), Xantphos (13 g, 22.47 mmol), Pd2(dba)3 (10 g, 10.92 mmoll), t-BuONa (43 g, 447.43 mmol) and tetrahydrofuran (500 mL). The mixture was degassed and filled with nitrogen for three times, then heated to 60 C and stirred for 12 h. The mixture was cooled to rt, filtered, and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (P E /E A (V N) = 30/1) to give the title compound as yellow oil (36g, 187.26 mmol, 83%).MS (ESI, pos.ion) m/z: 193.1[M÷H].

References:

WO2018/219356,2018,A1 Location in patent:Paragraph 00454