3-Benzofurancarboxylic acid, 4-((dimethylamino)methyl)-5-hydroxy-2-methyl-, 2-(diethylamino)ethyl ester

Base Information

• Chemical Name: 3-Benzofurancarboxylic acid, 4-((dimethylamino)methyl)-5-hydroxy-2-methyl-, 2-(diethylamino)ethyl ester
• CAS No.: 114829-24-2
• Molecular Formula: C₁₉H₂₈N₂O₄
• Molecular Weight: 348.442
• DSSTox Substance ID: DTXSID00150872
• Wikidata: Q83017145
• Mol file: 114829-24-2.mol

Synonyms:BRN 5762245;3-Benzofurancarboxylic acid, 4-((dimethylamino)methyl)-5-hydroxy-2-methyl-, 2-(diethylamino)ethyl ester;114829-24-2;DTXSID00150872;LS-35010

Chemical Property of 3-Benzofurancarboxylic acid, 4-((dimethylamino)methyl)-5-hydroxy-2-methyl-, 2-(diethylamino)ethyl ester

Chemical Property:

• Vapor Pressure: 7.01E-09mmHg at 25°C
• Boiling Point: 454.5°Cat760mmHg
• Flash Point: 228.7°C
• Density: 1.141g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 348.20490738
• Heavy Atom Count: 25
• Complexity: 428

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCOC(=O)C1=C(OC2=C1C(=C(C=C2)O)CN(C)C)C

Technology Process of 3-Benzofurancarboxylic acid, 4-((dimethylamino)methyl)-5-hydroxy-2-methyl-, 2-(diethylamino)ethyl ester

There total 3 articles about 3-Benzofurancarboxylic acid, 4-((dimethylamino)methyl)-5-hydroxy-2-methyl-, 2-(diethylamino)ethyl 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:

2-(diethylamino)ethyl chloride (100-35-6) → 4-Dimethylaminomethyl-5-hydroxy-2-methyl-benzofuran-3-carboxylic acid 2-diethylamino-ethyl ester (114829-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Na / 1.) ethanol, DMF, 20 deg C, 2.) 110-120 deg C, 3 h

2: dioxane / 6 h / Heating

With sodium; In 1,4-dioxane;

DOI:10.1007/BF00758441

Reference yield:

5-hydroxy-2-methyl-1-benzofuran-3-carboxylic acid (82039-84-7) → 4-Dimethylaminomethyl-5-hydroxy-2-methyl-benzofuran-3-carboxylic acid 2-diethylamino-ethyl ester (114829-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Na / 1.) ethanol, DMF, 20 deg C, 2.) 110-120 deg C, 3 h

2: dioxane / 6 h / Heating

With sodium; In 1,4-dioxane;

DOI:10.1007/BF00758441

Reference yield:

bis-(dimethylamino)methane (51-80-9) + 2-Methyl-3-β-diethylaminoethoxycarboxylic-5-oxybenzofuran (114829-20-8) → 4-Dimethylaminomethyl-5-hydroxy-2-methyl-benzofuran-3-carboxylic acid 2-diethylamino-ethyl ester (114829-24-2)

Guidance literature:

In 1,4-dioxane; for 6h; Yield given; Heating;

DOI:10.1007/BF00758441

upstream raw materials:

bis-(dimethylamino)methane

2-Methyl-3-β-diethylaminoethoxycarboxylic-5-oxybenzofuran

2-(diethylamino)ethyl chloride

5-hydroxy-2-methyl-1-benzofuran-3-carboxylic acid

Refernces