PUBERULICACID

Base Information

• Chemical Name: PUBERULICACID
• CAS No.: 99-23-0
• Molecular Formula: C8H6 O6
• Molecular Weight: 198.132
• Hs Code.: 2918990090
• Mol file: 99-23-0.mol

Synonyms:3,4,6-Trihydroxy-5-oxo-1,3,6-cycloheptatriene-1-carboxylicacid; Puberulic acid

Chemical Property of PUBERULICACID

Chemical Property:

• Vapor Pressure: 0.0561mmHg at 25°C
• Melting Point: 316-318°
• Boiling Point: 206.4°Cat760mmHg
• Flash Point: 92.9°C
• PSA: 115.06000
• Density: 2.069g/cm³
• LogP: -0.13820

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PUBERULICACID

There total 10 articles about PUBERULICACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-bromo-3,6-dihydroxy-5-oxo-cyclohepta-1,3,6-trienecarboxylic acid (858466-90-7) → puberulic acid (99-23-0)

Guidance literature:

With potassium hydroxide; at 200 ℃;

Reference yield:

2,3-O-isopropylidene-5-formyltropolone (1616956-68-3) → puberulic acid (99-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 0.08 h / 20 °C

2: hydrogen bromide; acetic acid / 16 h / 120 °C

With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; hydrogen bromide; acetic acid; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.1039/c4cc03134b

Reference yield:

2,3-O-isopropylidene-5-carboxytropolone (1616956-69-4) → puberulic acid (99-23-0)

Guidance literature:

With hydrogen bromide; acetic acid; at 120 ℃; for 16h;

DOI:10.1039/c4cc03134b

upstream raw materials:

4-bromo-3,6-dihydroxy-5-oxo-cyclohepta-1,3,6-trienecarboxylic acid

puberulonic acid

sulfuric acid

water

Downstream raw materials:

3,4-Dihydroxytropolone

Refernces

Ortho-Lithiated Tertiary Benzamides. Chain Extension via o-Toluamide Anion and General Synthesis of Isocoumarins Including Hydrangenol and Phyllodulcin

10.1021/jo00179a002

The research focuses on the synthesis of 3-aryl-3,4-dihydroisocoumarin derivatives, including the natural products hydrangenol and phyllodulcin, using a benzamide directed ortho metalation strategy. The purpose of the study was to develop an efficient and general method for synthesizing these compounds, which are of pharmacological interest due to their potential antifungal and sweetening properties. The researchers utilized various benzamides, such as N,N-diethyl-2-methylbenzamide and N,N-dimethyl-2-methoxybenzamide, along with reagents like lithium diisopropylamide (LDA) and sec-butyl lithium, to achieve the desired metalation and subsequent reactions. The conclusions drawn from the study indicate that the benzamide directed metalation approach is a powerful and adaptable method for synthesizing alkoxy-substituted isocoumarins, which are difficult to prepare by classical routes.

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