70097-45-9

Usage

Uses

Used in Pharmaceutical Industry:
7-Chlorophthalide is used as an intermediate in organic synthesis, particularly in the production of drugs. Its presence in the molecule allows for the facilitation of various reaction pathways during synthesis.
Used in Antidepressant Synthesis:
7-Chlorophthalide is used as a key component in the synthesis of antidepressants like citalopram, which is prescribed for the treatment of major depression. The chlorine atom in its structure plays a crucial role in enabling the necessary chemical reactions for the production of these medications.

InChI:InChI=1/C8H5ClO2/c9-6-3-1-2-5-4-11-8(10)7(5)6/h1-3H,4H2

Upstream product

• 117-21-5 3-chlorophthalic anhydride 
• 146516-81-6 7-chloro-3-hydroxy-2-phenyl-2,3-dihydro-1H-isoindol-1-one 

Downstream Products

• 110706-48-4 3-chloro-1,2-di-(hydroxymethyl)benzene 
• 20771-97-5 2-chloro-6-formyl-benzoic acid 
• 147637-25-0 7-Chloro-1-(2-methoxy-phenyl)-1,3-dihydro-isobenzofuran-1-ol 
• 1026931-80-5 7-Chloro-1-(2-methoxymethyl-phenyl)-1,3-dihydro-isobenzofuran-1-ol 
• 1028275-47-9 7-Chloro-1-(2,4-dimethoxy-6-methoxymethyl-phenyl)-1,3-dihydro-isobenzofuran-1-ol 
• 70097-44-8 7-chloro-3-hydroxyisobenzofuran-1(3H)-one 

Relevant academic research and scientific papers

Application of organolithium and related reagents in synthesis. Part 13. Synthetic strategies based on aromatic metallation. A concise regiospecific conversion of benzoic acids into 4-hydroxy-1-arylnaphthalenes

The synthesis of the 3-unsubstituted phthalides (5) and their conversion into 1-hydroxy-1-arylphthalans (8), very useful precursors of isobenzofurans (10) and subsequent cycloaddition of them to dimethyl acetylenedicarboxylate as a way of regiospecific transformation of benzoic acids into dimethyl 4-hydroxy-1-(2-methoxyphenyl)naphthalene-2,3-dicarboxylates (12) (biaryls highly substituted around the axis), is described.

On the regioselectivity of metal hydride reductions of 3-substituted phthalic anhydrides

A problem of 3-methoxyphthalide reduction by metal hydrides was reinvestigated. Various effects controlling selectivity of reductions in 3-substituted phthalides were studied, and a qualitative interpretation of the results is now proposed. Methods for obtaining enhanced yields of one or the other lactonic product were developed.