ChemicalBook CAS DataBase List HEXYL P-METHOXYPHENYL KETONE

HEXYL P-METHOXYPHENYL KETONE synthesis

12synthesis methods

Product Name:HEXYL P-METHOXYPHENYL KETONE
CAS Number:69287-13-4
Molecular formula:C14H20O2
Molecular Weight:220.31

111-14-8 Synthesis

111-14-8
392 suppliers
$14.00/25G

100-66-3 Synthesis

100-66-3
510 suppliers
$10.00/5G

69287-13-4
27 suppliers
$75.00/500mg

Yield:69287-13-4 91%

Reaction Conditions:

with 18 wt% tungsten oxide supported on titanium dioxide at 139.84; for 6 h;Inert atmosphere;Friedel-Crafts Acylation;

Steps:

2.3. F-C acylation

General procedure: F-C acylation of anisole, with octanoic acid as acylating agent, was carried out using 10g anisole and 2mmol octanoic acid in an oil bath at 413K with Ar bubbling (30mL/min), unless otherwise stated. The reagents were obtained from Tokyo Chemical Industry Co. When the temperature of the solution reached 413K, the catalyst was charged to the flask. For recycling, spent catalyst was separated by filtration followed by washing with toluene. After drying at 343K, the remaining solid was heat-treated in a furnace in 773K air to remove adsorbed species before recycling. The product was analyzed using a gas chromatograph (GC-2010, Shimadzu) equipped with a capillary column (InertCap1, GL-Science Co.) and a Flame Ionization detector (FID). In the analysis, tridecane was used as an internal standard. Formation of 4-methoxyoctanophenone was confirmed by ¹H NMR (Fig. S1). The 1H NMR spectra were recorded on a JEOL JNM-ECZ400S spectrometer (JEOL, Tokyo, Japan) in CDCl₃. Upon completion of the reaction, the solvent was removed in vacuo and the crude product was purified by column chromatography on silica gel using hexane and ethyl acetate (9:1) to give 4-methoxyoctanophenone. The F-C reaction using hexanoic acid, heptanoic acid, and decanoic acid (Tokyo Chemical Industry co.) was carried out in the same manner as the reaction using octanoic acid. The resulting mixture was heated at 413K in N₂ atmosphere and monitored by thin-layer chromatography (TLC) and GC.

References:

Okumura, Kazu;Iida, Masaki;Yamashita, Hajime [Molecular catalysis,2019,vol. 475,art. no. 110410]

104-92-7 Synthesis