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(2-hydroxyphenyl)-(4-methoxyphenyl)methanone synthesis

11synthesis methods
Preparation from 2-iodophenyl p-anisate on treatment with n-butyllithium in a mixture of ethyl ether, hexane and tetrahydrofuran at ?70° for 2 h, followed by treatment with saturated aqueous ammonium chloride (<18%).
89466-08-0 Synthesis
2-Hydroxyphenylboronic acid

89466-08-0
313 suppliers
$5.00/1g

(2-hydroxyphenyl)-(4-methoxyphenyl)methanone

18733-07-8
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Yield:18733-07-8 95%

Reaction Conditions:

with trifluorormethanesulfonic acid;palladium diacetate;2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine in water at 90; for 1.5 h;

Steps:

General procedure for addition of arylboronic acids to nitrile

General procedure: To a mixture of arylboronic acid (1.2 mmol), nitrile (1.0 mmol), Pd(OAc)2 (4 mol%)and L1 (4 mol%), H2O (1.2 mL) and triflic acid (0.4 mL) were added and stirred at 60 °Cunder air for desired time (TLC monitoring). Then the reaction mixture was neutralized withsaturated NaHCO3 solution and extracted with ether. The combined ether solution waswashed with brine, dried by Na2SO4 and concentrated. The residue was purified by flashcolumn chromatography on silica gel using petroleum ether/cetone or petroleum ether/DCMas eluent to give the desired product.

References:

Das, Tuluma;Chakraborty, Amarnath;Sarkar, Amitabha [Tetrahedron Letters,2014,vol. 55,# 52,p. 7198 - 7202] Location in patent:supporting information