Butanoic acid, 4,4'-[(2-formyl-1,3-phenylene)bis(oxy)]bis-, diethyl ester

Base Information

• Chemical Name: Butanoic acid, 4,4'-[(2-formyl-1,3-phenylene)bis(oxy)]bis-, diethyl ester
• CAS No.: 197589-71-2
• Molecular Formula: C19H26O7
• Molecular Weight: 366.411
• DSSTox Substance ID: DTXSID30477246
• Wikidata: Q82309606
• Mol file: 197589-71-2.mol

Synonyms:Butanoic acid, 4,4'-[(2-formyl-1,3-phenylene)bis(oxy)]bis-, diethyl ester;197589-71-2;DTXSID30477246

Chemical Property of Butanoic acid, 4,4'-[(2-formyl-1,3-phenylene)bis(oxy)]bis-, diethyl ester

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 15
• Exact Mass: 366.16785316
• Heavy Atom Count: 26
• Complexity: 390

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCOC1=C(C(=CC=C1)OCCCC(=O)OCC)C=O

Technology Process of Butanoic acid, 4,4'-[(2-formyl-1,3-phenylene)bis(oxy)]bis-, diethyl ester

There total 3 articles about Butanoic acid, 4,4'-[(2-formyl-1,3-phenylene)bis(oxy)]bis-, diethyl ester 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: 90.0%

Ethyl 4-bromobutyrate (2969-81-5) + 2,6-dihydroxybenzaldehyde (387-46-2) → 4-[3-(3-Ethoxycarbonyl-propoxy)-2-formyl-phenoxy]-butyric acid ethyl ester (197589-71-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 48h; Inert atmosphere;

DOI:10.1002/chem.201601505

Reference yield:

2,6-dimethoxybenzaldehyde (3392-97-0) → 4-[3-(3-Ethoxycarbonyl-propoxy)-2-formyl-phenoxy]-butyric acid ethyl ester (197589-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / AlBr₃ / CS₂

2: 83 percent / K₂CO₃ / 5 h / 60 - 80 °C

With aluminum tri-bromide; potassium carbonate; In carbon disulfide; 2: Williamson ether synthesis;

DOI:10.1002/hlca.200490288

Reference yield:

1,3-Dimethoxybenzene (151-10-0) → 4-[3-(3-Ethoxycarbonyl-propoxy)-2-formyl-phenoxy]-butyric acid ethyl ester (197589-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 - 25 °C / Inert atmosphere

2.1: aluminum (III) chloride / dichloromethane / 18 h / 0 - 25 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 80 °C / Inert atmosphere

With aluminum (III) chloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201601505

upstream raw materials:

Ethyl 4-bromobutyrate

2,6-dihydroxybenzaldehyde

2,6-dimethoxybenzaldehyde

1,3-Dimethoxybenzene