| Identification | Back Directory | [Name]
4-METHOXYCARBONYLMETHYL-BENZOIC ACID METHYL ESTER | [CAS]
52787-14-1 | [Synonyms]
DiMethyl hoMoterephthalate
Homoterephthalic Acid Dimethyl Ester
Methyl 4-methoxycarbonylphenylacetate
Methyl 4-methoxy-2-(2-oxoethyl)benzoate
methyl 4-(2-methoxy-2-oxoethyl)benzoate
4-METHOXYCARBONYLMETHYL-BENZOIC ACID MET...
4-Methoxycarbonylphenylacetic Acid Methyl Ester
4-METHOXYCARBONYLMETHYL-BENZOIC ACID METHYL ESTER
4-(2-Methoxy-2-oxoethyl)benzoic Acid Methyl Ester
4-(Methoxycarbonyl)benzeneacetic acid methyl ester
Benzeneacetic acid, 4-(Methoxycarbonyl)-,Methyl ester
Methyl4-(2-methoxy-2-oxoethyl) benzoate
(Homoterepthalic acid dimethyl ester) | [EINECS(EC#)]
692-016-5 | [Molecular Formula]
C11H12O4 | [MDL Number]
MFCD07779210 | [MOL File]
52787-14-1.mol | [Molecular Weight]
208.21 |
| Chemical Properties | Back Directory | [Melting point ]
20 °C | [Boiling point ]
122°C/0.6mmHg(lit.) | [density ]
1.155 | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Pale Yellow | [InChI]
InChI=1S/C11H12O4/c1-14-10(12)7-8-3-5-9(6-4-8)11(13)15-2/h3-6H,7H2,1-2H3 | [InChIKey]
QAQYBHOZQQRJBA-UHFFFAOYSA-N | [SMILES]
C1(CC(OC)=O)=CC=C(C(OC)=O)C=C1 |
| Hazard Information | Back Directory | [Uses]
4-Methoxycarbonylmethyl-benzoic acid methyl ester is an intermediate for the preparation of 10-Propargyl-10-deazaaminopterin with anti tumor activity. | [Synthesis]
To the reaction flask was added 4-(carboxymethyl)benzoic acid (5 g, 27.78 mmol), 75 ml of methanol was added to dissolve the raw material and continued with 0.5 ml of N,N-dimethylformamide and thionyl chloride (6 ml, 83.33 mmol). The reaction was carried out at 50°C for 4 hours. After completion of the reaction, most of the thionyl chloride and methanol were removed by rotary evaporation. The residue was dissolved in 200 ml of ethyl acetate and washed sequentially with saturated sodium carbonate solution (50 ml x 3) and saturated brine (50 ml x 3). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated by rotary evaporation to give 5.5 g of a colorless transparent liquid product, methyl 4-formate phenylacetate, in 95.2% yield. | [References]
[1] Patent: CN105541777, 2016, A. Location in patent: Paragraph 0015; 0059; 0060; 0061
[2] Journal of Medicinal Chemistry, 1997, vol. 40, # 3, p. 377 - 384
[3] Patent: WO2015/100363, 2015, A1. Location in patent: Page/Page column 52; 53
[4] Patent: CN103739604, 2016, B. Location in patent: Paragraph 0037-0038
[5] Journal of the Indian Chemical Society, 1987, vol. 64, # 1, p. 34 - 37 |
|
|