10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid

Base Information

• Chemical Name: 10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid
• CAS No.: 58185-85-6
• Molecular Formula: C19H30O5
• Molecular Weight: 338.444
• DSSTox Substance ID: DTXSID70512645
• Wikidata: Q82371984
• Mol file: 58185-85-6.mol

Synonyms:10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid;58185-85-6;SCHEMBL7324262;DTXSID70512645;UHSRWOOHHJVERW-UHFFFAOYSA-N;10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoic acid;10-(2'-hydroxy-3', 4'-dimethoxy-6'-methylphenyl)decanoic acid

Chemical Property of 10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 338.20932405
• Heavy Atom Count: 24
• Complexity: 347

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1CCCCCCCCCC(=O)O)O)OC)OC

Technology Process of 10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic acid

There total 4 articles about 10-(2-Hydroxy-3,4-dimethoxy-6-methylphenyl)decanoic 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: 55.4%

9-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)nonanoic acid (58185-79-8) → 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoic acid (58185-85-6)

Guidance literature:

With hydrogenchloride; mercury; zinc; In toluene; for 15h; Heating; other reagent: H₂, 5percent Pd/C;

DOI:10.1248/cpb.30.2797

Reference yield:

9-ethoxycarbonylnonanoic acid chloride (6946-46-9) → 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoic acid (58185-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) AlCl₃, 2.) 25percent methanolic KOH / 1.) nitrobenzene, 0 deg C, 16 h, RT, 1.5 h

2: 55.4 percent / Zn-Hg, conc. HCl / toluene / 15 h / Heating; other reagent: H₂, 5percent Pd/C

With hydrogenchloride; potassium hydroxide; aluminium trichloride; mercury; zinc; In toluene;

DOI:10.1248/cpb.30.2797

Reference yield:

3,4,5-trimethoxytoluene (6443-69-2) → 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoic acid (58185-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) AlCl₃, 2.) 25percent methanolic KOH / 1.) nitrobenzene, 0 deg C, 16 h, RT, 1.5 h

2: 55.4 percent / Zn-Hg, conc. HCl / toluene / 15 h / Heating; other reagent: H₂, 5percent Pd/C

With hydrogenchloride; potassium hydroxide; aluminium trichloride; mercury; zinc; In toluene;

DOI:10.1248/cpb.30.2797

upstream raw materials:

9-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)nonanoic acid

9-ethoxycarbonylnonanoic acid chloride

3,4,5-trimethoxytoluene

Downstream raw materials:

10-(2,3-Dimethoxy-5-methyl-1,4-benzoquinon-6-yl)decanoic acid

10-(2-acetoxy-3,4-dimethoxy-6-methylphenyl)decanoic acid

10-(4,5-Dimethoxy-2-methyl-3,6-dioxo-cyclohexa-1,4-dienyl)-decanoic acid phenethyl ester

10-(4,5-Dimethoxy-2-methyl-3,6-dioxo-cyclohexa-1,4-dienyl)-decanoic acid benzyl ester

Refernces

• 1、 Okamoto,Watanabe,Kawada,Goto,Ashida,Oda,Yajima,Imada,Morimoto. "Synthesis of quinones having carboxy- and hydroxy-alkyl side chains, and their effects on rat-liver lysosomal membrane.". . p. 2797 - 2819. Retrieved 2007/10/02.