Benzyl 4-(aminomethyl)benzoate

Base Information

• Chemical Name: Benzyl 4-(aminomethyl)benzoate
• CAS No.: 14209-66-6
• Molecular Formula: C15H15NO2
• Molecular Weight: 241.29
• ChEMBL ID: CHEMBL147284
• DSSTox Substance ID: DTXSID90463423
• Nikkaji Number: J1.960.125K
• Wikidata: Q82288297
• Mol file: 14209-66-6.mol

Synonyms:Benzyl 4-(aminomethyl)benzoate;14209-66-6;Benzoic acid, 4-(aminomethyl)-, phenylmethyl ester;CHEMBL147284;Benzyl4-(aminomethyl)benzoate;SCHEMBL14487915;DTXSID90463423;BDBM50408794;MFCD13329539;AKOS010529977;4-Aminomethyl-benzoic acid benzyl ester;EN300-121468

Chemical Property of Benzyl 4-(aminomethyl)benzoate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 241.110278721
• Heavy Atom Count: 18
• Complexity: 253

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C2=CC=C(C=C2)CN

Technology Process of Benzyl 4-(aminomethyl)benzoate

There total 9 articles about Benzyl 4-(aminomethyl)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: 100.0%

benzyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate → benzyl 4-(aminomethyl)benzoate (14209-66-6)

Guidance literature:

With trifluoroacetic acid; In chloroform; at 20 ℃; for 16h;

DOI:10.1016/j.ejmech.2020.112411

Reference yield: 100.0%

benzyl 4-(azidomethyl)benzoate (634917-10-5) → benzyl 4-(aminomethyl)benzoate (14209-66-6)

Guidance literature:

With hydrogen; palladium; In methanol; for 17h;

DOI:10.1016/j.tetlet.2003.09.137

Reference yield:

3-hydroxymethyl-benzoic acid (3006-96-0) → benzyl 4-(aminomethyl)benzoate (14209-66-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 47 percent / Et₃N / CH₂Cl₂ / 23 h / 20 °C

2: 82 percent / Ph₃P / CCl₄ / 18 h / Heating

3: 98 percent / NaN₃ / dimethylformamide / 12 h / 20 °C

4: 100 percent / hydrogen / palladium on silk-fibroine / methanol / 17 h / 20 °C

With sodium azide; hydrogen; triethylamine; triphenylphosphine; palladium; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.11.080

upstream raw materials:

benzyl 4-(azidomethyl)benzoate

3-hydroxymethyl-benzoic acid

benzyl 4-(hydroxymethyl)benzoate

benzyl bromide