92753-20-3

Basic information

• Product Name: 1(3H)-Isobenzofuranone, 5-methoxy-3-phenyl-
• CAS NO: 92753-20-3
• Molecular Formula: C15H12O3
• Molecular Weight: 240.258
• Mol File: 92753-20-3.mol

Chemical Properties

• CAS DataBase Reference: 1(3H)-Isobenzofuranone, 5-methoxy-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1(3H)-Isobenzofuranone, 5-methoxy-3-phenyl-(92753-20-3)
• EPA Substance Registry System: 1(3H)-Isobenzofuranone, 5-methoxy-3-phenyl-(92753-20-3)

Safety Data

• Hazardous Substances Data: 92753-20-3(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 100-09-4 4-methoxybenzoic acid 
• 197015-32-0 4-methoxy-2-trifluoromethanesulfonyloxybenzaldehyde 
• 13618-49-0 2-(benzyloxy)-4-methoxybenzoic acid 
• 3400-22-4 4-methoxy-N-methylbenzamide 

Downstream Products

• 92753-31-6 1-Hydroxy-6-methoxy-4-phenyl-naphthalene-2,3-dicarboxylic acid dimethyl ester 
• 92753-28-1 (9R,10R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-1-phenyl-11-oxa-tricyclo[6.2.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene-9,10-dicarboxylic acid dimethyl ester 
• 18392-23-9 2-Benzyl-4-methoxy-benzoic acid 
• 92753-24-7 tert-Butyl-(5-methoxy-3-phenyl-isobenzofuran-1-yloxy)-dimethyl-silane 

Relevant articles and documents

Access to Diarylmethanols by Wittig Rearrangement of ortho-, meta-, and para-Benzyloxy- N-Butylbenzamides

The N-butyl amide group, CONHBu, has been found to be an effective promoter of the [1,2]-Wittig rearrangement of aryl benzyl ethers and thus allow the two-step synthesis of isomerically pure substituted diarylmethanols starting from simple hydroxybenzoic acid derivatives. The method is compatible with a wide range of functional groups including methyl, methoxy, and fluoro, although not with nitro and, unexpectedly, is applicable to meta as well as ortho and para isomeric series.

Direct and selective synthesis of 3-arylphthalides via nickel-catalyzed aryl addition/intramolecular esterification

Herein we report a nickel-catalyzed aryl addition/intramolecular esterification in a cascade fashion. Under the combination of commercially available nickel precursor and tridentate ligand, the one pot protocol offers a direct, simple and regioselective approach to access 3-aryl phthalide derivatives from two readily available substrates with good efficiency, broad scope as well as satisfactory functional group compatibility.

Carboxylate-Directed Addition of Aromatic C-H Bond to Aromatic Aldehydes under Ruthenium Catalysis

We report that ruthenium complexes effectively catalyzed the carboxylate-directed addition of aromatic C-H bonds to aldehydes. The reactions of aromatic acids with a variety of aromatic aldehydes including unactivated ones proceeded efficiently to give the corresponding isobenzofuranone derivatives in high yields. The combination of ruthenium(II) complexes with tricyclohexylphosphine led to highly nucleophilic aryl-metal species, which enabled versatile [3 + 2] cycloaddition in the absence of a Lewis acid. This paper also demonstrates the application of supported ruthenium catalysts to the title reaction.

First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation

(Chemical Equation Presented) New general methodology of value in aromatic chemistry based on ortho-metalation sites in o-, m-, and p-anisic acids (1-3) (Scheme 1) is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid (1) with s-BuLi/TMEDA in THF at -78°C occurs exclusively in the position adjacente to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0°C, the two directors of m-anisic acid (2) function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid (3) exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed (Table 1).

Isoquinolinone potassium channels inhibitors

The present invention concerns certain isoquinolinone compounds and their utility as inhibitors of voltage-dependent potassium channels or currents, such as Kv1.5 and IKur, that could serve as targets for the treatment of cardiac arr