13161-32-5

Basic information

• Product Name: 4-Hydroxyphthalide
• Synonyms: 4-Hydroxyphthalide;4-Hydroxyisobenzofuran-1(3H)-one
• CAS NO: 13161-32-5
• Molecular Formula: C₈H₆O₃
• Molecular Weight: 150.13144
• Mol File: 13161-32-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Hydroxyphthalide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxyphthalide(13161-32-5)
• EPA Substance Registry System: 4-Hydroxyphthalide(13161-32-5)

Safety Data

• Hazardous Substances Data: 13161-32-5(Hazardous Substances Data)

Upstream product

• 59434-19-4 4-Amino-1(3H)-isobenzofuranon 
• 861016-56-0 5,7-dibromo-4-hydroxy-phthalide 
• 50-00-0 formaldehyd 
• 99-06-9 3-Carboxyphenol 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 
• 37418-88-5 3-hydroxyphthalic anhydride 
• 131524-43-1 methyl 2-formyl-3-hydroxybenzoate 
• 19438-10-9 methyl 3-hydroxybenzoate 
• 70946-15-5 N,N-diethyl 2-formyl-3-methoxybenzamide 
• 15789-04-5 N,N-diethyl-3-hydroxybenzamide 
• 62924-93-0 N,N-diethyl-3-methoxybenzamide 
• 40812-76-8 3-hydroxybenzoyl chloride 
• 4792-33-0 4-methoxyphthalide 

Downstream Products

• 129-43-1 1-hydroxyanthraquinone 
• 71138-87-9 3-(2,5-Dimethoxyphenyl)-4-methoxy-3H-isobenzofuran-1-one 
• 121364-89-4 2-<2,5-dimethoxybenzyl>-3-methoxybenzoic acid 
• 2211-83-8 4-methyl-3H-isobenzofuran-1-one 
• 4792-33-0 4-methoxyphthalide 

Relevant articles and documents

A Biomimetic Synthesis of des -Hydroxy Paecilospirone

The carbon framework of des -hydroxy paecilospirone was rapidly synthesized using a biomimetic approach whereby an enol ether and an ortho -quinone methide (o- QM), each derived from the same lactone, were combined to arrive at the complete carbon skeleton of paecilospirone.

Total synthesis of neo-tanshinlactones through a cascade benzannulation-lactonization as the key step

The cascade annulation-lactonization of phthalides with α-carboxyfurylacrylates in the presence of lithium hexamethyldisilazide (LiHMDS) provides both convergent and semiconvergent regioselective syntheses of neo-tanshinlactones in moderate yields. This methodology also offers an avenue for the direct syntheses of hitherto unreported 6-alkoxycarbonyl-substituted neo-tanshinlactones and their heterocyclic analogues. A new synthesis of 4-alkyl phthalides was developed on the basis of a combination of a Duff reaction and Fuerstner cross-coupling. The cascade benzannulation-lactonization of phthalides with α-carboxyfurylacrylates was employed as the key reaction for the concise synthesis of neo-tanshinlactone. Copyright

Regiocontrolled rearrangement of isobenzofurans

Regioselective alkylation and oxidative rearrangement of isobenzofurans has been achieved to generate substituted 4,8- ihydroxyisochromanones in good yields and with complete regiocontrol.

7-Hydroxyphthalide: A new natural salicylaldehyde analog from Oulenzia sp. (Astigmata: Winterschmitiidae)

A new salicyl lactone was detected from the unidentified Oulenzia sp. and its chemical structure was elucidated as 7-hydroxyphthalide (7-hydroxy-3H-isobenzofuran-1-one), based on its GC/MS and GC/FT-IR data and SiO2 column behavior. The compound was synthesized by NaBH4 reduction of 3-hydroxyphthalic anhydride. The GC/MS and GC/FT-IR spectra of the natural compound were consistent with those of the synthetic product. Although the compound is known as a medical material, this is the first example of its presence in nature.

Facile Interconversion of the Isomeric Acid Chlorides Derived from Half Methyl Esters of 3-Methoxyphthalic Acid

The isomeric acid chlorides obtained by treating the half methyl esters of 3-methoxyphthalic acid with thionyl chloride interconvert so readily that it is not practical to isolate one acid chloride free of the other.At equilibrium the main isomer is the a

A New Route to 4-Hydroxytetralones and 1-Naphthols

The lithium salts, derived from position 3 of phthalides by treatment with hindered bases, participate in Michael addition reactions with a variety of conjugated olefins.For singly activated olefins the conjugate anion reacts intramolecularly with the lactone group to produce 4-hydroxytetralones in moderate to good yield.Dehydration of these hydroxytetralones, by brief treatment with acid, produces the corresponding α-naphthol.Substituted phthalides react similarly making the method a general one for the production of substituted α-naphthols.