3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde

Base Information

• Chemical Name: 3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde
• CAS No.: 1262052-80-1
• Molecular Formula: C₁₈H₁₂O₅
• Molecular Weight: 308.29
• Mol file: 1262052-80-1.mol

Synonyms:3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde

Chemical Property of 3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde

There total 12 articles about 3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde 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: 90.0%

2-(2-(1,3-dioxan-2-yl)-6-(methoxymethoxy)-4-methylphenyl)-5-hydroxynaphthalene-1,4-dione (1262052-77-6) → 3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde (1262052-80-1)

Guidance literature:

With hydrogenchloride; In water; acetonitrile; at 20 ℃; for 0.0666667h;

DOI:10.1002/anie.201005329

Reference yield: 59.0%

2-(2-(benzyloxymethoxy)-6-(1,3-dioxan-2-yl)-4-methylphenyl)-5-hydroxynaphthalene-1,4-dione (1262052-78-7) → 3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde (1262052-80-1)

Guidance literature:

With hydrogenchloride; In water; acetonitrile; at 20 ℃; for 0.133333h;

DOI:10.1002/anie.201005329

Reference yield:

5-acetoxy-2-bromo-1,4-naphthoquinone (77189-69-6) → 3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-5-methylbenzaldehyde (1262052-80-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / Reflux

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 80 °C

3: hydrogenchloride / acetonitrile; water / 20 °C

With hydrogenchloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; In tetrahydrofuran; water; acetonitrile;

DOI:10.1002/chem.201301297

upstream raw materials:

2-(2-(1,3-dioxan-2-yl)-6-(methoxymethoxy)-4-methylphenyl)-5-hydroxynaphthalene-1,4-dione

2-(2-(benzyloxymethoxy)-6-(1,3-dioxan-2-yl)-4-methylphenyl)-5-hydroxynaphthalene-1,4-dione

5-acetoxy-2-bromo-1,4-naphthoquinone

3-hydroxy-5-methylbenzoic acid

Downstream raw materials:

2-(5-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-3-methoxy-5-methylbenzaldehyde