DIETHYL METHYLPHENYLMALONATE synthesis

10synthesis methods

Product Name:DIETHYL METHYLPHENYLMALONATE
CAS Number:34009-61-5
Molecular formula:C14H18O4
Molecular Weight:250.29

Propanedioic acid, 2-(bromomethyl)-2-phenyl-, 1,3-diethyl ester

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Yield:-

Reaction Conditions:

with heptamethyl cobyrinate perchlorate in N,N-dimethyl-formamide;Electrolysis;Irradiation;Inert atmosphere;

Steps:

General procedure: The controlled-potential electrolysis of 3 (0.10M) was carried out in the presence of 1 (9.3×10^-4M) in DMF containing n-Bu₄NBF₄ (0.50M) in a cylindrical three-electrode cell with a single sheet of a microporous polypropylene membrane which was divided into two internal compartments under a nitrogen atmosphere. Platinum mesh working counter electrodes and an Ag-AgCl reference electrode were used in this system. The applied potential between the working and reference electrodes during the electrolysis was maintained constant by a Hokuto Denko HA-305 potentiostat/galvanostat, and the reaction was monitored by a Hokuto Denko HF-201 coulomb/ampere-hour meter. The light irradiation was carried out by a 300W tungsten lamp. After the electrolysis, DMF was removed by evaporation under reduced pressure and 30mL of CHCl₃ was added to the residue. The chloroform layer was washed with water (3×40mL) to completely remove the DMF then dried over Na₂SO₄. The filtrate was then concentrated to dryness. The residue was passed through a silica gel short column eluting with CHCl₃ to remove the n-Bu₄NPF₆ and 2, and the products were then analyzed by GC. The GC data were obtained using a Shimadzu GC-4C or GC-9APF apparatus

References:

Abe, Masaaki;Hisaeda, Yoshio;Pan, Ling;Shimakoshi, Hisashi;Tahara, Keishiro;Yamaguchi, Ryoko [Journal of Inorganic Biochemistry,2017,vol. 177,p. 438 - 443]

83-13-6 Synthesis