METHYL 3-METHOXY-4-METHYLBENZOATE

METHYL 3-METHOXY-4-METHYLBENZOATE Basic information
Preparation
Product Name:METHYL 3-METHOXY-4-METHYLBENZOATE
Synonyms:METHYL 3-METHOXY-P-TOLUATE;METHYL 3-METHOXY-4-METHYLBENZOATE;3-Methoxy-4-methyl-benzoesuremethylester;4-METHOXY-3-METHYLBENZOIC ACID METHYL ESTER;Methyl 3-methoxy-4-methylbenzoate, 98+%;Benzoic acid, 3-Methoxy-4-Methyl-, Methyl ester;3-Methoxy-4-methylbenzoic Acid Methyl Ester 3-Methoxy-p-toluic Acid Methyl Ester 4-Methyl-m-anisic Acid Methyl Ester Methyl 3-Methoxy-p-toluate Methyl 4-Methyl-m-anisate;Methyl 4-methyl-3-(methyloxy)benzoate
CAS:3556-83-0
MF:C10H12O3
MW:180.2
EINECS:609-142-3
Product Categories:Carbonyl Compounds;Esters;Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates;Aromatic Esters;C10 to C11
Mol File:3556-83-0.mol
METHYL 3-METHOXY-4-METHYLBENZOATE Structure
METHYL 3-METHOXY-4-METHYLBENZOATE Chemical Properties
Melting point 50-54 °C (lit.)
Boiling point 119-120°C 1mm
density 1.075±0.06 g/cm3(Predicted)
refractive index 1.5295
Fp >230 °F
form powder to crystal
color White to Almost white
BRN 1948339
CAS DataBase Reference3556-83-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 1
HS Code 29189900
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
METHYL 3-METHOXY-4-METHYLBENZOATE Usage And Synthesis
PreparationMethyl 3-methoxy-4-methylbenzoate is synthesized by the following steps:A mixture of methyl 3-hydroxy-4-methylbenzoate 36 (25 g, 0.151 mol),  Me2SO4 (28.3 ml, 0.386 mol), anhydrous K2CO3 (103.5 g, 0.75 mol) was  refluxed in acetone for 2 hours. K2CO3 was filtered off, washed  thoroughly with acetone. The filtrates were combined and concentrated,  the residue was redissolved in EtOAc washed with water, dried  (anhydrous Na2SO4), filtered and concentrated in vacuo to furnish a white solid (19.52 g).  Yield : 72%.
Chemical PropertiesWhite low melting solid
UsesMethyl 3-Methoxy-4-methylbenzoate has been used as a reactant in the preparation of an antimalaria drug that consists of the 4-aminoquinoline pharmacophore of chloroquine with clotrimazole-based antimalarials.
Synthesis Reference(s)Journal of Medicinal Chemistry, 33, p. 1771, 1990 DOI: 10.1021/jm00168a036
General DescriptionMethyl 3-methoxy-4-methylbenzoate can be prepared by reacting diazomethane with 3-methoxy-4-methylbenzoic acid in ether.
KAMPANOL RARECHEM AL BF 0934 RARECHEM AL BF 1403 RARECHEM AL BI 1403 METHYL 2-METHOXY-5-METHYLBENZOATE 97 METHYL 4-METHOXY-3-METHYLBENZOATE AKOS 243-37 5-(CHLOROMETHYL)MECONIN METHYL 4-(BROMOMETHYL)-3-METHOXYBENZOATE METHYL 5-BROMO-2-METHOXY-3-METHYLBENZENECARBOXYLATE Purpuromycin METHYL 3,5-DIMETHOXY-4-METHYLBENZOATE 4-METHYL-3-BENZYLOXYBENZOIC ACID METHYL ESTER beta-rubromycin RARECHEM AL BI 0865 AKOS 243-36 RARECHEM AL BI 0934 METHYL 3-METHOXY-4-METHYLBENZOATE

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