trans-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin

Base Information

• Chemical Name: trans-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin
• CAS No.: 90623-92-0
• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.348
• Mol file: 90623-92-0.mol

Synonyms:

Chemical Property of trans-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin

There total 4 articles about trans-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin 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: 37.0%

Ethylene Glycol Ketal of cis-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin 1,8-Acetonide (90623-87-3) → Ethylene Glycol Ketal of 2-Acetyl-7-(o-hydroxybenzoyl)-1,2-dihydronaphtho-5,8-quinone (90623-94-2) + trans-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin (90623-92-0) + cis-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin (90623-93-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1021/jo00190a002

Reference yield:

Ethylene Glycol Ketal of cis-3-Acetyl-6-(o-methoxybenzoyl)-1,5,8-trihydroxytetralin 1,8-Acetonide (90623-81-7) → trans-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin (90623-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 percent / sodium thiocresolate, HMPA / toluene / 16 h / Heating

2: 31 percent / 50percent aq. HCl / tetrahydrofuran / 3 h / Ambient temperature

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium 4-mercaptobenzoate; In tetrahydrofuran; toluene;

DOI:10.1021/jo00190a002

Reference yield:

Ethylene Glycol Ketal of cis-3-Acetyl-5-methoxy-6-(o-methoxybenzoyl)-1,8-dihydroxytetralin 1,8-Acetonide (90641-22-8) → trans-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin (90623-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 37.3 percent / sodium thiocresolate / toluene; hexamethylphosphoric acid triamide / 18 h / Heating

2: 31 percent / 50percent aq. HCl / tetrahydrofuran / 3 h / Ambient temperature

With hydrogenchloride; sodium 4-mercaptobenzoate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene;

DOI:10.1021/jo00190a002

upstream raw materials:

Ethylene Glycol Ketal of cis-3-Acetyl-6-(o-hydroxybenzoyl)-1,5,8-trihydroxytetralin 1,8-Acetonide

Ethylene Glycol Ketal of cis-3-Acetyl-5-methoxy-6-(o-hydroxybenzoyl)-1,8-dihydroxytetralin 1,8-Acetonide

Ethylene Glycol Ketal of cis-3-Acetyl-6-(o-methoxybenzoyl)-1,5,8-trihydroxytetralin 1,8-Acetonide

Ethylene Glycol Ketal of cis-3-Acetyl-5-methoxy-6-(o-methoxybenzoyl)-1,8-dihydroxytetralin 1,8-Acetonide