2-[(Diethylamino)methyl]benzoic acid

Base Information

• Chemical Name: 2-[(Diethylamino)methyl]benzoic acid
• CAS No.: 55741-02-1
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.272
• DSSTox Substance ID: DTXSID101291386
• Mol file: 55741-02-1.mol

Synonyms:SCHEMBL7570929;DTXSID101291386;AKOS004121478;2-[(DIETHYLAMINO)METHYL]BENZOIC ACID;55741-02-1

Chemical Property of 2-[(Diethylamino)methyl]benzoic acid

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 202

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN(CC)CC1=CC=CC=C1C(=O)O

Technology Process of 2-[(Diethylamino)methyl]benzoic acid

There total 5 articles about 2-[(Diethylamino)methyl]benzoic acid 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-(diethylcarbamoyl)benzoic acid (4166-52-3) → o-(N,N-Diethyl-aminomethyl)-benzoesaeure (55741-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / LiAlH₄ / tetrahydrofuran / 1.) ice-cooling, 1 h, 2.) reflux, 2 h

2: MnO₂ / 8 h / Ambient temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1002/ardp.19813140804

Reference yield:

2-diethylaminomethyl-benzoic acid amide → o-(N,N-Diethyl-aminomethyl)-benzoesaeure (55741-02-1)

Guidance literature:

With hydrogenchloride;

Reference yield:

2-hydroxymethyl-N,N-diethylbenzylamin (79422-65-4) → o-(N,N-Diethyl-aminomethyl)-benzoesaeure (55741-02-1) + 2-(N,N-diethylaminomethyl)benzaldehyde (79422-67-6)

Guidance literature:

With manganese(IV) oxide; for 8h; Ambient temperature;

DOI:10.1002/ardp.19813140804

upstream raw materials:

2-hydroxymethyl-N,N-diethylbenzylamin

2-(diethylcarbamoyl)benzoic acid

2-(chloromethyl)benzamide

Downstream raw materials:

trans-1,2-cyclohexanedicarboxylic acid

2-hydroxymethyl-cyclohexanecarboxylic acid

ortho-methylbenzoic acid

diethylamine