14736-49-3

Usage

Uses

Used in Pharmaceutical Industry:
2-[2-(Methoxycarbonyl)phenyl]acetic acid is used as an analgesic and antipyretic agent for the treatment of headaches, migraines, and various types of pain. It is available in various formulations, including tablets and capsules, and is typically administered orally.
However, it is important to note that the use of phenacemide has declined in recent years due to safety concerns, such as potential liver toxicity, and it is no longer widely used in many countries.

Upstream product

• 186581-53-3 diazomethane 
• 89-51-0 Homophthalic acid 
• 716-43-8 dimethyl homophthalate 
• 4090-69-1 3-methoxy-1H-isochromen-1-one 
• 76-05-1 trifluoroacetic acid 
• 74-88-4 methyl iodide 
• 95-13-6 1-indene 
• 124-38-9 carbon dioxide 
• 41150-46-3 methyl 2-hydroxymethylbenzoate 

Downstream Products

• 40570-26-1 methyl 2-(2-chloro-2-oxoethyl)benzoate 
• 104815-77-2 methyl 2-(3-diazo-2-oxopropyl)benzoate 
• 125258-89-1 (+/-)-(1RS,2RS)-2-(methoxycarbonyl)cyclohexane acetic acid 
• 89462-33-9 2-malonamoylphenylacetic acid 
• 83901-96-6 methyl 2-<2-<<1-<2-(1-piperidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 23362-56-3 Homophthalsaeuremonoamid-(1) 
• 104815-78-3 2-(3-Acetoxy-2-oxo-propyl)-benzoic acid methyl ester 
• 58706-96-0 methyl cis-2-(2-oxopropyl)cyclohexane-1-carboxylate 
• 125259-02-1 (1S,2S)-2-Chlorocarbonylmethyl-cyclohexanecarboxylic acid methyl ester 
• 125258-98-2 (1S,2S)-2-((R)-2-Hydroxy-propyl)-cyclohexanecarboxylic acid hydrazide 
• 102172-03-2 1-(2-Carboxy-phenyl)-6-phenoxy-hexanon-⁽²⁾ 
• 1355049-02-3 methyl 2-(2-azido-2-oxoethyl)benzoate 
• 1355049-05-6 methyl 2-{[(methoxycarbonyl)amino]methyl}benzoate 
• 1355049-08-9 methyl 2-{[(anilinocarbonyl)amino]methyl}benzoate 

Relevant academic research and scientific papers

Electrochemical direct carboxylation of benzyl alcohols having an electron-withdrawing group on the phenyl ring: One-step formation of phenylacetic acids from benzyl alcohols under mild conditions

Electrochemical direct carboxylation of benzyl alcohols having an electron-withdrawing group on the phenyl ring was successfully carried out by constant current electrolysis using an undivided cell equipped with a platinum plate cathode and a magnesium rod anode in DMF in the presence of carbon dioxide. Reductive cleavage of the C-O bond followed by fixation of carbon dioxide efficiently took place at the benzylic position without any additive to give the corresponding phenylacetic acids in good yields in one step under neutral and mild conditions.

Synthesis of indolin-2-one, isoindolin-1-one, and indole derivatives from homophthalic acid

We hereby report the preparation of indolin-2-one and isoindolin-1-one and their derivatives starting from 2-(carboxymethyl)benzoic acid, which was first regiospecifically converted into the isomeric half esters. Transformation of the acid functionalities to the acyl azides followed by Curtius rearrangement gave the regioisomeric isocyanates. Reaction of the isocyanates with aniline produced urethane derivatives. Intramolecular cyclization provided the target compounds. Georg Thieme Verlag Stuttgart. New York.

New approaches to the synthesis of spiro-peroxylactones

Ozonolysis of (alkenyldioxy)cyclododecyl hydroperoxides in trifluoroethanol gave a separable mixture of the corresponding a-hydroperoxy- and a-hydroxy-substituted spiro-tetraoxacycloalkanes with ring sizes in the range 7-12. Dehydration of the hydroperoxides or oxidation of the hydroxy-compounds afforded the corresponding peroxylactones. The solid-state structure of 1,2,6,7-tetraoxaspiro[7.11]nonadecan-3-one was determined by X-ray crystallographic analysis.

Montmorillonite clay: A novel reagent for the chemoselective hydrolysis of t-butyl esters

A mild and highly selective hydrolysis of t-butyl esters has been achieved in high yields using montmorillonite KSF in refluxing acetonitrile. The method is compatible with a variety of protecting and functional groups such as BOC, Cbz, propargyl, allyl, benzyl, t-butyl ethers, allyl, methyl and benzyl esters present in the molecule.

Use of Phosphorus Pentoxide. Preparation of Half-esters through Selective Esterification

Methyl 2-,3-,4-carboxyphenylacetate and methyl 2-,3-,4-carboxyphenoxyacetate have been prepared through selective esterification of the aliphatic carboxylic acid function of the corresponding dicarboxylic acids using a mixture of phosphorus pentoxide (1 part), anhydrous copper sulphate (5 parts) and anhydrous sodium sulphate (5 parts).All the isomeric half-esters have been prepared through partial hydrolysis of the corresponding dimethylesters.

EFFICIENT DEMETYLATION OF METHYL ESTERS WITH ANHYDROUS TRIFLUOROACETIC ACID

Trifluoroacetic acid (TFA) is an effective reagent for the demethylation of methyl esters under anhydrous conditions, affording the parent acids and methyl trifluoroacetate.

PHOTOCHEMICAL RING OPENING REACTIONS OF 3-ALKOXYISOCOUMARIN AND 3-HALO-1-ISOQUINOLONE

Irradiation of 3-methoxyisocoumarin (1) in an alcohol afforded two kinds of diester of homophthalic acid (3 and 4) and the mechanism including novel 1,5-sigmatropic methoxy rearrangement from initially formed ketene (5) to the isomeric ketene (6) was proposed.Similar photochemical ring opening reaction of 3-chloro- and -bromo-1-isoquinolones (8 and 9) as well as their novel photoalkoxylation reaction is also described.