Butyl 3,4,5-trimethoxybenzoate

Base Information

• Chemical Name: Butyl 3,4,5-trimethoxybenzoate
• CAS No.: 6178-46-7
• Molecular Formula: C14H20 O5
• Molecular Weight: 268.31
• Hs Code.: 2918990090
• European Community (EC) Number: 228-226-7
• UNII: N2EH65O7MC
• DSSTox Substance ID: DTXSID50210773
• Nikkaji Number: J211.441K
• Wikidata: Q83085545
• Mol file: 6178-46-7.mol

Synonyms:Butyl 3,4,5-trimethoxybenzoate;6178-46-7;EINECS 228-226-7;N2EH65O7MC;UNII-N2EH65O7MC;SCHEMBL8055892;DTXSID50210773;3,4,5-Trimethoxybenzoic acid butyl ester;BENZOIC ACID, 3,4,5-TRIMETHOXY-, BUTYL ESTER

Chemical Property of Butyl 3,4,5-trimethoxybenzoate

Chemical Property:

• Vapor Pressure: 0.000232mmHg at 25°C
• Boiling Point: 325.3°C at 760 mmHg
• Flash Point: 138.5°C
• PSA: 53.99000
• Density: 1.078g/cm³
• LogP: 2.66930
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 268.13107373
• Heavy Atom Count: 19
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C1=CC(=C(C(=C1)OC)OC)OC

Technology Process of Butyl 3,4,5-trimethoxybenzoate

There total 3 articles about Butyl 3,4,5-trimethoxybenzoate 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: 77.0%

Eudesmic acid (118-41-2) + butan-1-ol (71-36-3) → 3,4,5-tri-O-methylbutylgallate (6178-46-7)

Guidance literature:

Eudesmic acid; butan-1-ol; With diisopropyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 1h;

With dmap; In tetrahydrofuran; at 0 ℃; for 6h;

DOI:10.13005/ojc/340207

Reference yield: 28.0%

C23H30O7 → 3,4,5-tri-O-methylbutylgallate (6178-46-7) + (E)-2-(2-methoxyphenoxy)-3-(3,4,5-trimethoxyphenyl)acrylaldehyde + 2-methoxyphenyl 2-butoxy-2-(3,4,5-trimethoxyphenyl)acetate + 3,4,5-trimethoxy-benzaldehyde (86-81-7)

Guidance literature:

With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(l) chloride; at 100 ℃; for 9h; Sealed tube;

DOI:10.1002/chem.202000088

Reference yield:

3,4,5-trihydroxybenzoic acid (149-91-7) → 3,4,5-tri-O-methylbutylgallate (6178-46-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C

2.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 24 h / 20 °C

3.1: diisopropyl-carbodiimide / tetrahydrofuran / 1 h / 0 °C

3.2: 6 h / 0 °C

With lithium hydroxide monohydrate; water; potassium carbonate; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.13005/ojc/340207

upstream raw materials:

Eudesmic acid

butan-1-ol

3,4,5-trihydroxybenzoic acid

Refernces

• 1、 Arsianti, Ade,Astuty, Hendri,Fadilah,Simadibrata, Daniel Martin,Adyasa, Zoya Marie,Amartya, Daniel,Bahtiar, Anton,Tanimoto, Hiroki,Kakiuchi, Kiyomi. "Synthesis and in vitro antimalarial activity of alkyl esters of gallate as a growth inhibitor of plasmodium falciparum". . p. 655 - 662. Retrieved 2018/05/28.