64169-64-8

Usage

Uses

Used in Chemical Synthesis:
[4-bromo-2-(hydroxymethyl)phenyl](4-fluorophenyl)methanone is used as an intermediate in the synthesis of various complex organic compounds. Its unique structure, including the bromine and fluorine substituents, makes it a valuable building block for creating novel molecules with specific properties and functions.
Used in Pharmaceutical Development:
In the pharmaceutical industry, [4-bromo-2-(hydroxymethyl)phenyl](4-fluorophenyl)methanone is used as a starting material for the development of new drugs. Its potential reactivity and the presence of functional groups make it a promising candidate for designing molecules with therapeutic applications, such as those targeting specific receptors or enzymes in the human body.
Used in Material Science:
[4-bromo-2-(hydroxymethyl)phenyl](4-fluorophenyl)methanone's unique structure and properties also make it a candidate for use in material science, where it could be employed in the development of new materials with specific characteristics, such as improved stability, reactivity, or other desirable properties.

Upstream product

• 64169-34-2 5-bromophthalide 
• 352-13-6 4-flourophenylmagnesium bromide 

Downstream Products

• 64169-66-0 5-bromo-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran 
• 64169-67-1 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile 
• 59729-33-8 1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile 
• 488148-10-3 4-(4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzobromide 
• 64169-65-9 4-bromo-(2-hydroxymethyl)-phenyl-(4'-fluorophenyl)methanol 

Relevant academic research and scientific papers

Novel and improved process for the preparation of citalopram

A novel process for the preparation of citalopram (1) has been described. The key intermediate 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran- 5-carbonitrile (2) of citalopram is prepared using novel intermediates. The process involves simple acylation, hydrolysis and reduction, which can be easily adapted to commercial scale.

PROCESS FOR PREPARING 5-SUBSTITUTED -1-(4-FLUOROPHENYL) -1,3-DIHYDROISOBENZOFURANS

The present invention relates to a method for preparation and isolation of hitherto unknown solid boron complex of formula (v), which are obtained when 5-substituted phthalides are reacted with a solution of 4-fluorophenylmagnesiumbromide, followed by in situ reduction and complex formation in the presence of sodiumborohydride. Such boron complexes can be conveniently filtered to remove structurally similar impurities and subsequently subjected to cyclisation reaction in acidic medium to get high pure 5-substituted phthalens, which are key starting materials for manufacturing citalopram and pharmaceutically acceptable acid addition salts.

PROCESS AND INTERMEDIATES FOR PREPARING ESCITALOPRAM

The antidepressant drug Escitalopram is prepared from 5-bromophthalide via the diol intermediate (4-bromo-2-(hydroxymethyl)phenyl)-(4-fluorophenyl)methanol. The racemic diol intermediate is converted to an enantiomerically enriched form by first converting the diol to a monoester intermediate and then reacting the monoester intermediate with an optically active acid, most preferably (+)-di-p-toluoyl tartaric acid, to form a salt. The salt is then crystallized to recover an enantiomerically enriched, crystalline form thereof. The monoester intermediate is preferably formed by reacting the racemic diol intermediate with an acid or a reactive acid derivative which, in a particularly preferred embodiment, is acetic anhydride.