Production Method 1

85-42-7

Reaction Conditions

1.1 Catalysts: Bromo-2-propenoic acid (reaction products with divinylbenzene-diphenylphosphinostyrene-styrene…) ;  4 h, 2 MPa, rt → 150 °C

Reference

Controllable preparation of phosphonium-based polymeric ionic liquids as highly selective nanocatalysts for the chemical conversion of CO2 with epoxides

Liu, Ying; et al, Green Chemistry, 2017, 19(9), 2184-2193

Production Method 2

4409-98-7

85-42-7

Reaction Conditions

1.1 Reagents: Potassium hydroxide ,  Hydrogen Solvents: Water
2.1 Solvents: Acetic anhydride

Reference

Synthesis of polycarboxylic acids of cyclohexane series and their derivatives

Betnev, A. F.; et al, Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii), 1999, 35(4), 519-521

Production Method 3

100453-46-1

85-42-7

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Water-d2 ;  pH 5, 37 °C

Reference

Targeted charge-reversal nanoparticles for nuclear drug delivery

Xu, Peisheng; et al, Angewandte Chemie, 2007, 46(26), 4999-5002

Production Method 4

304674-35-9

85-42-7

75-31-0

Reaction Conditions

1.1 Reagents: Sodium carbonate Solvents: Water-d2 ;  pH 5, 37 °C

Reference

Targeted charge-reversal nanoparticles for nuclear drug delivery

Xu, Peisheng; et al, Angewandte Chemie, 2007, 46(26), 4999-5002

Production Method 5

88-99-3

85-42-7

56586-13-1

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: 1,4-Dioxane ;  12 h, 6.89 MPa, 493 K

Reference

Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids

Shinde, Sunil B.; et al, Asian Journal of Chemistry, 2019, 31(5), 1137-1142

Production Method 6

88-99-3

85-42-7

3971-29-7

2611-01-0

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ruthenium Solvents: 1,4-Dioxane ;  12 h, 6.89 MPa, 453 K
2.1 Reagents: Hydrogen Catalysts: Alumina ,  Ruthenium ,  Tin Solvents: 1,4-Dioxane ;  12 h, 6.89 MPa, 493 K

Reference

Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids

Shinde, Sunil B.; et al, Asian Journal of Chemistry, 2019, 31(5), 1137-1142

Production Method 7

85-42-7

Reaction Conditions

1.1 Catalysts: Hydrogen bromide ,  2513192-21-5 (reaction product with paraformaldehyde, halolide salts) ;  1 MPa, rt → 80 °C; 48 h, 80 °C

Reference

Click-based porous ionic polymers with intercalated high-density metalloporphyrin for sustainable CO2 transformation

Chen, Yaju ; et al, Industrial & Engineering Chemistry Research, 2020, 59(46), 20269-20277

Production Method 8

85-43-8

85-42-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Platinum Solvents: Ethyl acetate

Reference

Synthesis of 4,10-ace-1,2-benzanthracene utilizing Δ4-tetrahydrophthalic anhydride

Fieser, Louis F.; et al, Journal of the American Chemical Society, 1942, 64, 802-9

Production Method 9

1687-30-5

85-42-7

Reaction Conditions

1.1 Solvents: Acetic anhydride

Reference

Synthesis of polycarboxylic acids of cyclohexane series and their derivatives

Betnev, A. F.; et al, Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii), 1999, 35(4), 519-521

Production Method 10

69780-65-0

85-42-7

Reaction Conditions

1.1 Solvents: Dimethyl sulfide

Reference

Syntheses and decomposition of meso- and dl-2,3-dimethylsuccinyl and cis- and trans-1,2-hexahydrophthaloyl peroxides

Dervan, Peter B.; et al, Journal of Organic Chemistry, 1979, 44(13), 2116-22

Production Method 11

13149-00-3

85-42-7

Reaction Conditions

1.1 Solvents: Dichloromethane ;  2 h, rt
2.1 Reagents: Sodium carbonate Solvents: Water-d2 ;  pH 5, 37 °C

Reference

Targeted charge-reversal nanoparticles for nuclear drug delivery

Xu, Peisheng; et al, Angewandte Chemie, 2007, 46(26), 4999-5002

Production Method 12

13149-00-3

75-31-0

85-42-7

75-31-0

Reaction Conditions

1.1 Solvents: Dichloromethane ;  2 h, rt
2.1 Reagents: Sodium carbonate Solvents: Water-d2 ;  pH 5, 37 °C

Reference

Targeted charge-reversal nanoparticles for nuclear drug delivery

Xu, Peisheng; et al, Angewandte Chemie, 2007, 46(26), 4999-5002

Production Method 13

1687-30-5

85-42-7

3971-29-7

2611-01-0

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Alumina ,  Ruthenium ,  Tin Solvents: 1,4-Dioxane ;  12 h, 6.89 MPa, 493 K

Reference

Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids

Shinde, Sunil B.; et al, Asian Journal of Chemistry, 2019, 31(5), 1137-1142

Production Method 14

88-99-3

85-42-7

56586-13-1

1687-30-5

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Ruthenium Solvents: 1,4-Dioxane ;  12 h, 6.89 MPa, 453 K

Reference

Catalytic hydrogenation products of aromatic and aliphatic dicarboxylic acids

Shinde, Sunil B.; et al, Asian Journal of Chemistry, 2019, 31(5), 1137-1142

Production Method 15

19438-60-9

1675-54-3

85-42-7

538-43-2

80-05-7

764-93-2

591-49-1

493-08-3

Reaction Conditions

1.1 Solvents: Water ;  30 min, 280 °C

Reference

Decomposition behavior and decomposition products of epoxy resin cured with MeHHPA in near-critical water

Gong, Xianyun; et al, Journal of Wuhan University of Technology, 2013, 28(4), 781-786

octahydro-2-benzofuran-1,3-dione Raw materials

• Hexahydro-4-methylphthalic anhydride
• Cyclohexanecarboxylic acid, 2-[(diethylamino)carbonyl]-
• 2-[(isopropylamino)carbonyl]cyclohexanecarboxylic acid
• (3aR,7aS)-rel-Hexahydro-1,3-isobenzofurandione
• Phthalic acid dipotassium salt
• 1,2-Cyclohexanedicarboxylic Acid
• Phthalic acid
• Bisphenol A Diglycidyl Ether
• propan-2-amine
• 1,3,3a,4,7,7a-hexahydro-2-benzofuran-1,3-dione
• 2,3-Benzodioxin-1,4-dione, hexahydro-, trans-

octahydro-2-benzofuran-1,3-dione Preparation Products

• 3-Phenoxy-1,2-propanediol (538-43-2)
• Bisphenol A (80-05-7)
• 1-Decyne (764-93-2)
• 2-methylcyclohexane-1-carboxylic acid (56586-13-1)
• 1,2-Cyclohexanedicarboxylic Acid (1687-30-5)
• propan-2-amine (75-31-0)
• octahydro-2-benzofuran-1,3-dione (85-42-7)
• 1-Methyl-cyclohexene (591-49-1)
• 1,2-Cyclohexanedimethanol (3971-29-7)
• octahydro-2-benzofuran-1-one (2611-01-0)
• 3,4-Dihydro-2H-1-benzopyran (493-08-3)

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• Solvents and Organic Chemicals Organic Compounds Heterocyclic Compounds
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Chemical Profile of Octahydro-2-benzofuran-1,3-dione (CAS No. 85-42-7)

Octahydro-2-benzofuran-1,3-dione, a compound with the chemical formula C₁₁H₁₄O₂ and CAS number 85-42-7, is a significant molecule in the field of pharmaceutical chemistry and medicinal research. This heterocyclic lactone has garnered attention due to its structural complexity and potential biological activities. The compound belongs to the benzofuran class, which is well-documented for its diverse pharmacological properties.

The structural framework of octahydro-2-benzofuran-1,3-dione consists of a benzene ring fused with a furan ring, both of which are saturated by the introduction of hydrogen atoms. This modification results in a more stable and flexible molecular structure, which can be exploited for various synthetic applications. The presence of two ketone groups at the 1 and 3 positions of the furan ring contributes to its reactivity and makes it a valuable intermediate in organic synthesis.

In recent years, octahydro-2-benzofuran-1,3-dione has been extensively studied for its pharmacological potential. Researchers have been particularly interested in its derivatives due to their reported biological activities. For instance, certain analogs of this compound have shown promise in inhibiting specific enzymes that are implicated in inflammatory and neurological disorders. These findings have prompted further investigation into the development of novel therapeutic agents based on this scaffold.

The synthesis of octahydro-2-benzofuran-1,3-dione involves multi-step organic reactions that often require precise control over reaction conditions. One common synthetic route involves the cyclization of appropriately substituted precursors under acidic or basic conditions. The choice of starting materials and reaction conditions can significantly influence the yield and purity of the final product. Advances in catalytic methods have also enabled more efficient and environmentally friendly synthetic pathways, which are increasingly favored in industrial applications.

Recent studies have highlighted the importance of octahydro-2-benzofuran-1,3-dione in drug discovery programs. Its unique structural features make it a versatile building block for designing molecules with tailored biological activities. For example, modifications at the 2-position of the benzene ring have been explored to enhance binding affinity to target proteins. Such structural optimizations are crucial for developing drugs that exhibit high selectivity and low toxicity.

The pharmacological profile of octahydro-2-benzofuran-1,3-dione derivatives has been investigated across various disease models. Preclinical studies have demonstrated that certain derivatives exhibit anti-inflammatory properties by modulating cytokine production and inhibiting inflammatory pathways. Additionally, some analogs have shown neuroprotective effects in animal models of neurodegenerative diseases. These findings suggest that this compound class could be developed into novel treatments for conditions such as Alzheimer's disease and Parkinson's disease.

The chemical diversity inherent in octahydro-2-benzofuran-1,3-dione allows for extensive structural modifications, enabling researchers to explore a wide range of biological activities. Functional group interconversions, such as hydroxylations or methylations, can alter the pharmacokinetic properties of the compound and influence its interaction with biological targets. Such modifications are often guided by computational modeling techniques that predict how changes in structure will affect biological activity.

In conclusion, octahydro-2-benzofuran-1,3-dione (CAS No. 85-42-7) is a structurally intriguing molecule with significant potential in pharmaceutical research. Its unique scaffold and reactivity make it a valuable intermediate for synthesizing biologically active compounds. Recent advancements in synthetic chemistry and pharmacological evaluation have positioned this compound as a promising candidate for further development into novel therapeutic agents.

• 26843-47-0(4-oxatricyclo5.2.2.0,2,6undecane-3,5-dione)
• 31982-85-1((-)-trans-1,2-Cyclohexanedicarboxylic Anhydride)
• 102083-79-4(1,3-Isobenzofurandione, hexahydro-5-methyl(tetrahydro-2,5-dioxo-3-furanyl)-, didehydro deriv.)
• 5962-96-9(2,5-Furandione, 3-cyclohexyldihydro-)
• 53319-73-6(1,3-Isobenzofurandione,hexahydro-4-methyl-, (3aa,4b,7aa)- (9CI))
• 13826-10-3(1,3-Isobenzofurandione, hexahydro-4,5-dimethyl-7-(2-methylpropyl)-)
• 2754-40-7(4,8-Ethano-1H,3H-benzo[1,2-c:4,5-c']difuran-1,3,5,7-tetrone,hexahydro-)
• 54644-18-7(3,6-Dimethylcyclohexane-1,2-dicarboxylic anhydride)
• 24210-75-1(5,8-Ethanocycloocta[c]furan-1,3-dione,octahydro-)
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