3-Hydroxy-7-methoxy-1-pentyl-9-propyl-2-dibenzofurancarboxylic acid

Base Information

• Chemical Name: 3-Hydroxy-7-methoxy-1-pentyl-9-propyl-2-dibenzofurancarboxylic acid
• CAS No.: 436-74-8
• Molecular Formula: C₂₂H₂₆O₅
• Molecular Weight: 370.445
• Mol file: 436-74-8.mol

Synonyms:Didymicacid

Chemical Property of 3-Hydroxy-7-methoxy-1-pentyl-9-propyl-2-dibenzofurancarboxylic acid

Chemical Property:

• PSA: 79.90000
• LogP: 5.68360

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Hydroxy-7-methoxy-1-pentyl-9-propyl-2-dibenzofurancarboxylic acid

There total 10 articles about 3-Hydroxy-7-methoxy-1-pentyl-9-propyl-2-dibenzofurancarboxylic acid 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: 81.0%

3,7-dimethoxy-1-pentyl-9-propyldibenzofuran-2-carboxylic acid (106533-78-2) → didymic acid (436-74-8)

Guidance literature:

With boron trichloride; In dichloromethane; for 21h; Ambient temperature;

Reference yield:

benzyl didymate → didymic acid (436-74-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethyl acetate; for 12h;

Reference yield:

2,4-dihydroxy-6-propylbenzoic acid ethyl ester (21855-51-6) → didymic acid (436-74-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 35 percent / SO₂Cl₂ / diethyl ether / 2 h / Ambient temperature

2: 1.) 15percent aq. NaOH, 2.) conc. HCl / 1.) reflux, 3 h, 2.) reflux, 10 min

3: K₂CO₃ / acetone / 10 h

4: 83 percent / I₂, HgO / diethyl ether / 24 h / Ambient temperature

5: 44 percent / Cu / 12 h / 205 °C

6: aq. HBr / acetic acid / 1.) reflux, 5 h, 2.) 185 deg C, 3 h

7: K₂CO₃ / acetone / 6 h

8: 1.) TiCl₄, 2.) NaClO₂, resorcinol, AcONa, AcOH, 3.) BF₃

With hydrogenchloride; sodium hydroxide; sodium chlorite; sulfuryl dichloride; boron trifluoride; hydrogen bromide; iodine; sodium acetate; titanium tetrachloride; copper; potassium carbonate; acetic acid; mercury(II) oxide; recorcinol; In diethyl ether; acetic acid; acetone;

upstream raw materials:

Dichloromethyl methyl ether

3,7,-dimethoxy-1-pentyl-9-propyldibenzofuran

3,7-dimethoxy-1-pentyl-9-propyldibenzofuran-2-carboxylic acid

2,4-dihydroxy-6-propylbenzoic acid ethyl ester

Refernces

• 1、 Carvalho, Christopher F.,Sargent, Melvyn V.. "Naturally Occurring Dibenzofurans. Part 6. Synthesis of Didymic Acid". . p. 1621 - 1626. Retrieved 2007/10/02.