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20754-20-5

20754-20-5 Structure

20754-20-5 Structure
IdentificationBack Directory
[Name]

METHYL 4-METHYLCINNAMATE
[CAS]

20754-20-5
[Synonyms]

Ozagrel Impurity 38
METHYL 4-METHYLCINMATE
METHYL 4-METHYLCINNAMATE
Ozagrel sodium impurity Ⅱ
Methyl 3-(p-tolyl)acrylate
4-methyl cinnamic acid meth
Methyl (E)-p-methylcinnamate
4-Methylcinnamic acid methyl
(E)-Methyl 4-methylcinnamate
trans-Methyl p-methylcinnamate
p-Methylcinnamic acid methyl ester
E-3-p-Tolyl-acrylicacidmethylester
4-Methylcinnamic acid methyl ester
METHYL 4-METHYLCINNAMATE USP/EP/BP
4-Methyl-trans-cinnamic acid methyl
(E)-3-p-Tolyl-acrylicacidmethylester
4-methyl-trans-cinnamicacidmethylester
(E)-4-Methylcinnamic acid methyl ester
4-Methylene cinnamic acid methyl easter
Methyl (2E)-3-(4-methylphenyl)propenoate
methyl (E)-3-(4-methylphenyl)prop-2-enoate
(E)-3-(4-Methylphenyl)acrylic acid methyl ester
trans-3-(p-Tolyl)-2-propenoic acid methyl ester
(2E)-3-(4-methylphenyl)-2-propenoic acid methyl ester
2-Propenoic acid, 3-(4-methylphenyl)-, methyl ester, (2E)-
4-Methylcinnamic acid methyl ester,Methyl 3-(p-tolyl)acrylate,4-methyl-trans-cinnamic acid methyl ester,ghl.PD_Mitscher_leg0.364,p-methyl trans-
[Molecular Formula]

C11H12O2
[MDL Number]

MFCD00460746
[MOL File]

20754-20-5.mol
[Molecular Weight]

176.21
Questions And AnswerBack Directory
[Preparation]

Using polyethylene glycol (PEG) as a phase transfer catalyst and PdCl2 as the catalyst in a solid-liquid phase, METHYL 4-METHYLCINNAMATE was synthesized in a yield of 73.1%. This reaction exhibits high selectivity and the product is easily separated, making it another good method for the synthesis of METHYL 4-METHYLCINNAMATE.
In a 100 mL four-necked flask equipped with a reflux condenser, thermometer, and dropping funnel, PdCl2 (0.15 mmol), NaHCO3 (37.5 mmol), PEG-800 (5 mmol), and DMF (10 mL) were added. The mixture was heated to 70 °C under nitrogen protection, then cooled to room temperature. Iodobenzene (15 mmol) and methyl methacrylate (30 mmol) were then added through a dropping funnel, and the mixture was heated to 120 °C for 6 h. After filtration, the reaction solution was extracted with water and then with diethyl ether. The solvent in the extract was removed by rotary evaporation. GC analysis showed a yield of 73.1%.

The pure product was obtained by column chromatography (petroleum ether: ethyl acetate = 10:1), and determined by IR, 1H NMR and GC-MS.
[Uses]

Methyl p-methylcinnamate is a pharmaceutical intermediate used in the synthesis of the antithrombotic drug ozagrel sodium.
[Application]

Methyl methyl cinnamate has a high ultraviolet light absorption rate and can effectively resist ultraviolet rays in the range of 280~320nm. It is widely used in sunscreen cosmetics, textiles, polymers and pharmaceutical intermediates.
Chemical PropertiesBack Directory
[Melting point ]

60-61℃
[Boiling point ]

273℃
[density ]

1.057
[Fp ]

152℃
[storage temp. ]

Sealed in dry,Room Temperature
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
Hazard InformationBack Directory
[Synthesis Reference(s)]

Synthetic Communications, 17, p. 1839, 1987 DOI: 10.1080/00397918708077329
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL 4-METHYLCINNAMATE(20754-20-5)MS
METHYL 4-METHYLCINNAMATE(20754-20-5)1HNMR
METHYL 4-METHYLCINNAMATE(20754-20-5)IR1
METHYL 4-METHYLCINNAMATE(20754-20-5)IR2
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