Methyl 3-(2-aminoethyl)benzoate

Base Information

• Chemical Name: Methyl 3-(2-aminoethyl)benzoate
• CAS No.: 179003-00-0
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• DSSTox Substance ID: DTXSID70441002
• Wikidata: Q82257530
• Mol file: 179003-00-0.mol

Synonyms:Methyl 3-(2-aminoethyl)benzoate;179003-00-0;3-(2-Aminoethyl)benzoic Acid Methyl Ester;Benzoic acid, 3-(2-aminoethyl)-, methyl ester;3-(2-Aminoethyl)-benzoic Acid Methyl Ester;SCHEMBL3012713;DTXSID70441002;XMXYETFVQPTTJI-UHFFFAOYSA-N;AKOS013107357;BS-13872;3-(2-amino-ethyl)benzoic acid methyl ester;FT-0661791;3-(2-Amino-ethyl)-benzoic Acid Methyl Ester;EN300-101591;J-011418

Chemical Property of Methyl 3-(2-aminoethyl)benzoate

Chemical Property:

• Boiling Point: 293.816 °C at 760 mmHg
• Flash Point: 150.518 °C
• PSA: 52.32000
• Density: 1.094 g/cm³
• LogP: 1.67470
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

98%Min ^*data from raw suppliers

methyl3-(2-aminoethyl)benzoate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC(=C1)CCN

Technology Process of Methyl 3-(2-aminoethyl)benzoate

There total 5 articles about Methyl 3-(2-aminoethyl)benzoate 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: 78.0%

methyl 3-cyanomethylbenzoate (68432-92-8) → 3-(2-Amino-ethyl)-benzoic acid methyl ester (179003-00-0)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; In methanol; water; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

3-methoxycarbonylbenzyl bromide (1129-28-8) → 3-(2-Amino-ethyl)-benzoic acid methyl ester (179003-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide

2: H₂ / Pd/C

With hydrogen; palladium on activated charcoal; In dimethyl sulfoxide;

DOI:10.1021/jm025594q

Reference yield:

methanol (67-56-1) + 3-(2-aminoethyl)benzoic acid hydrochloride → 3-(2-Amino-ethyl)-benzoic acid methyl ester (179003-00-0)

Guidance literature:

With sulfuric acid; at 65 ℃; for 22h;

upstream raw materials:

methyl 3-cyanomethylbenzoate

1-methoxycarbonyl-3-methylbenzene

3-methoxycarbonylbenzyl bromide

methanol

Downstream raw materials:

3-(2-{(R)-2-[(S)-2-((S)-4-Carboxy-2-isobutoxycarbonylamino-butyrylamino)-4-methyl-pentanoylamino]-3-mercapto-propionylamino}-ethyl)-benzoic acid methyl ester

methyl 3-(2-(methylamino)ethyl)benzoate

methyl 3-(2-(tert-butoxycarbonyl(methyl)amino)ethyl)benzoate

3-(2-Acetylamino-ethyl)-benzoic acid methyl ester

Refernces

• 1、 -. "NOVEL FERROPORTIN INHIBITORS". Page/Page column 326. . Retrieved 2017/05/10.
• 2、 -. "SHORT ACTING PHENYLALKYLAMINE CALCIUM CHANNEL BLOCKERS AND USES THEREOF". Page/Page column 59. . Retrieved 2009/01/23.