2881-83-6

Basic information

• Product Name: ETHYL 4-METHOXYBENZOYLACETATE
• Synonyms: 3-keto-3-(4-methoxyphenyl)propionic acid ethyl ester;p-Anisoylacetic Acid Ethyl Ester Ethyl p-Anisoylacetate 4-Methoxybenzoylacetic Acid Ethyl Ester;3-(4-Methoxy-phenyl)-3-oxo-propionic acid ethyl ester;2-(p-Methoxybenzoyl)acetic acid ethyl ester;3-(4-methoxyphenyl)-3-oxopropanoic acid ethyl ester;Acetic acid, p-anisoyl-, ethyl ester;Benzenepropanoic acid, 4-methoxy-β-oxo-, ethyl ester;P-ANISOYLACETIC ACID ETHYL ESTER
• CAS NO: 2881-83-6
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24
• EINECS: 220-733-1
• Product Categories: Pharmaceutical Intermediates;Benzoic acid
• Mol File: 2881-83-6.mol
• Article Data: 119

Chemical Properties

• Boiling Point: 154 °C1 hPa(lit.)
• Flash Point: 115°C
• Appearance: /
• Density: 1.160 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.000171mmHg at 25°C
• Refractive Index: 1.5410 to 1.5460
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: H2O: soluble
• PKA: 10.34±0.25(Predicted)
• CAS DataBase Reference: ETHYL 4-METHOXYBENZOYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-METHOXYBENZOYLACETATE(2881-83-6)
• EPA Substance Registry System: ETHYL 4-METHOXYBENZOYLACETATE(2881-83-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 2881-83-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 14, p. 4207, 1973 DOI: 10.1016/S0040-4039(01)87150-1Synthesis, p. 290, 1993 DOI: 10.1055/s-1993-25849

InChI:InChI=1/C12H14O4/c1-3-16-12(14)8-11(13)9-4-6-10(15-2)7-5-9/h4-7H,3,8H2,1-2H3

Upstream product

• 94-30-4 ethyl 4-methoxybenzoate 
• 141-78-6 ethyl acetate 
• 141-97-9 ethyl acetoacetate 
• 13361-55-2 (1H-benzo[d]imidazol-1-yl)(4-methoxyphenyl)methanone 
• 25393-52-6 3-(4-Methoxybenzoyl)-2-oxazolidinone 
• 105-36-2 ethyl bromoacetate 
• 121-98-2 methyl 4-methoxybenzoate 
• 6148-64-7 ethyl potassium malonate 
• 100-07-2 4-methoxy-benzoyl chloride 
• 1071-46-1 hydrogen ethyl malonate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 105-58-8 Diethyl carbonate 
• 132983-29-0 ethyl 2-(4-methoxybenzoyl)-3-oxobutanoate 
• 33868-76-7 1-(4-methoxyphenyl)-3,3-bis(methylsulfanyl)propenone 

Downstream Products

• 101883-68-5 6,8-dichloro-3-(4-methoxy-benzoyl)-coumarin 
• 97584-37-7 5-(4-Methoxy-phenyl)-1-methyl-1H-pyrazolo[1,5-a]pyrimidin-7-one 
• 64-19-7 acetic acid 
• 100-09-4 4-methoxybenzoic acid 
• 511244-85-2 2-(4-methoxybenzoyl)-3-(dimethylamino)acrylic acid ethyl ester 
• 58987-20-5 ethyl 2-cyclohexyl-3-(4-methoxyphenyl)-3-oxopropanoate 
• 58987-19-2 ethyl 2-cyclopentyl-3-(4-methoxyphenyl)-3-oxopropanoate 
• 98305-81-8 2-Amino-6-(4-methoxy-phenyl)-3H-pyrimidin-4-one 
• 154012-99-4 2-carbethoxy-3-phenyl-5-methoxyindan-1-one 
• 88344-64-3 2-(4-methoxyphenyl)quinoline-3,4-dicarboxylic acid 
• 31709-47-4 3-(4-methoxyphenyl)isoxazol-5(4H)-one 
• 13422-77-0 3-(4-methoxy-phenyl)-3-oxo-propionic acid 
• 2884-26-6 ethyl 3-(4-methoxyphenyl)-2,3-dioxopropanoate 
• 2196-80-7 3-{2-[3-(4-methoxy-phenyl)-3-oxo-propionylamino]-thiazol-4-yl}-benzenesulfonyl fluoride 

Relevant articles and documents

Synthesis, Single Crystal X-Ray, and Anticancer Activity of Some New Thiophene and 1,3-Thiazolidine Derivatives

New series of thiophenes 6a–6e and 1,3-thiazolidines 13a–13f and 15a–15e were synthesized starting from 2-(4-methoxybenzoyl)-3-(phenylamino)-3-thioxopropanoate 3. The reaction of 3 with 1-aryl-2-bromoethanones 4a–4e yielded thiophenes 6a–6e. The X-ray single crystal analysis data accumulated for 6c and its structural features can be extended to the analogues 6a, 6b and 6d, 6e. Treatment of 3 with ethyl 2-bromoacetate afforded 1,3-thiazolidinone 11 which upon treatment with aldehydes 12a-f or isatins 14a–4e gave 5-arylidene derivatives 13a–13f and 4-oxo-5(-2-oxoindolin)-3-ylidenes 15a–15e, respectively. The newly synthesized compounds were tested in vitro for their anti-cancer activity against two cell lines (HepG-2 and MCF-7) using MTT assay. Most of these compounds demonstrated a significant anticancer activity compared with that of doxorubicin. Isatin derivative 15a was the most potent compound against HepG-2 cancer cells whereas p-MeO substituted benzylidine 13b showed the highest anticancer activity against MCF-7 cancer cells. The fluoro substituted isatin 15d showed anticancer activity more potent than doxorubicin against both HepG-2 and MCF-7 cancer cells, respectively.

A metal-free strategy for the cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol

Here, we report a metal-free approach for the construction of methylene-bridged bis-1,3-dicarbonyl compounds via cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol. In addition, we have extended this methodology to synthesize tetra-substituted pyridine derivatives using 1,3-dicarbonyl, 2-methoxyethanol and NH4OAc in one step. The key advantages include accepting a wide range of substrates, utilizing O2 as the sole oxidant, and synthesizing biologically active compounds such as 1,4-dihydropyridine and pyrazole. This journal is

Construction of isoxazolone-fused phenanthridinesviaRh-catalyzed cascade C-H activation/cyclization of 3-arylisoxazolones with cyclic 2-diazo-1,3-diketones

A Rh(iii)-catalyzed cascade C-H activation/intramolecular cyclization of 3-aryl-5-isoxazolones with cyclic 2-diazo-1,3-diketones was described, leading to the formation of isoxazolo[2,3-f]phenanthridine skeletons. The protocol features the simultaneous one-pot formation of two new C-C/C-N bonds and one heterocycle in moderate-to-good yields with good functional group compatibility. It is amenable to large-scale synthesis and further transformation.