1,3,5-Trihydroxy-4-prenylxanthone

Base Information

• Chemical Name: 1,3,5-Trihydroxy-4-prenylxanthone
• CAS No.: 53377-61-0
• Molecular Formula: C18H16O5
• Molecular Weight: 312.322
• Hs Code.: 2932999099
• Mol file: 53377-61-0.mol

Synonyms:1,3,5-trihydroxy-4-(3-methylbut-2-enyl)xanthen-9-one;2,4,6-trihydroxynitrobenzene;nitrophlorogucinol;Nitrophloroglucinol;1-Nitrophloroglucinol;1,3,5-trihydroxy-4-(3-methylbut-2-enyl)-9H-xanthen-9-one;1,3,5-Trihydroxy-2-nitrobenzene;2-nitro-phloroglucinol;hitrophloroglucinol;

Chemical Property of 1,3,5-Trihydroxy-4-prenylxanthone

Chemical Property:

• PSA: 90.90000
• LogP: 3.57170

Purity/Quality:

99%+, ^*data from raw suppliers

1,3,5-Trihydroxy-4-prenylxanthone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,5-Trihydroxy-4-prenylxanthone

There total 5 articles about 1,3,5-Trihydroxy-4-prenylxanthone 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: 13.0%

1,3,5-trihydroxy-9H-xanthen-9-one (6732-85-0) + prenyl bromide (870-63-3) → Rubraxanthone (20245-38-9) + 8-deoxygartanin (33390-41-9) + 1,3,5-trihydroxy-4-(3-methylbut-2-enyl)-9H-xanthen-9-one (53377-61-0)

Guidance literature:

With potassium hydroxide; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2004.01.033

Reference yield:

2,3-dimethoxybenzoic acid (1521-38-6) → 1,3,5-trihydroxy-4-(3-methylbut-2-enyl)-9H-xanthen-9-one (53377-61-0)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalyl chloride / CH₂Cl₂ / 3 h / 20 °C

2: 86 percent / AlCl₃ / CH₂Cl₂ / 15 h / 20 °C

3: 93 percent / pyridine; aq. tetramethylammonium hydroxide / 4 h / Heating

4: 95 percent / aq. HI; phenol / 24 h / Heating

5: 13 percent / aq. KOH / 16 h / 20 °C

With pyridine; potassium hydroxide; aluminium trichloride; oxalyl dichloride; tetramethyl ammoniumhydroxide; hydrogen iodide; phenol; In dichloromethane;

DOI:10.1016/j.tet.2004.01.033

Reference yield:

2,3-dimethoxybenzoyl chloride (7169-06-4) → 1,3,5-trihydroxy-4-(3-methylbut-2-enyl)-9H-xanthen-9-one (53377-61-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / AlCl₃ / CH₂Cl₂ / 15 h / 20 °C

2: 93 percent / pyridine; aq. tetramethylammonium hydroxide / 4 h / Heating

3: 95 percent / aq. HI; phenol / 24 h / Heating

4: 13 percent / aq. KOH / 16 h / 20 °C

With pyridine; potassium hydroxide; aluminium trichloride; tetramethyl ammoniumhydroxide; hydrogen iodide; phenol; In dichloromethane;

DOI:10.1016/j.tet.2004.01.033

upstream raw materials:

1,3,5-trihydroxy-9H-xanthen-9-one

prenyl bromide

2,3-dimethoxybenzoic acid

1,3,5-trimethoxy-9H-xanthen-9-one

Downstream raw materials:

6-deoxyisojacareubin

Refernces