4-Chloro-2-{[(4-methoxyphenyl)amino]methyl}phenol

Base Information

• Chemical Name: 4-Chloro-2-{[(4-methoxyphenyl)amino]methyl}phenol
• CAS No.: 98591-11-8
• Molecular Formula: C₁₄H₁₄ClNO₂
• Molecular Weight: 263.724
• European Community (EC) Number: 645-122-0
• Mol file: 98591-11-8.mol

Synonyms:98591-11-8;4-chloro-2-{[(4-methoxyphenyl)amino]methyl}phenol;4-chloro-2-[(4-methoxyanilino)methyl]phenol;4-chloro-2-[(4-methoxyanilino)methyl]benzenol;4-Chloro-2-(((4-methoxyphenyl)amino)methyl)phenol;4-CHLORO-2-((4-METHOXYANILINO)METHYL)PHENOL;MFCD05154999;STK891674;AKOS000241320;JS-2878;CS-0325566

Chemical Property of 4-Chloro-2-{[(4-methoxyphenyl)amino]methyl}phenol

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 263.0713064
• Heavy Atom Count: 18
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

4-CHLORO-2-[(4-METHOXYANILINO)METHYL]BENZENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NCC2=C(C=CC(=C2)Cl)O

Technology Process of 4-Chloro-2-{[(4-methoxyphenyl)amino]methyl}phenol

There total 6 articles about 4-Chloro-2-{[(4-methoxyphenyl)amino]methyl}phenol 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:

4-methoxy-aniline (104-94-9) + 5-chlorosalicyclaldehyde (635-93-8) → 4-chloro-2-((4-methoxyphenylamino)methyl)-phenol (98591-11-8)

Guidance literature:

4-methoxy-aniline; 5-chlorosalicyclaldehyde; With acetic acid; In acetonitrile; at 20 ℃; for 0.5h;

With sodium tetrahydroborate; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/acs.orglett.7b03328

Reference yield:

4-chloro-2-[(4-methoxy-phenylimino)-methyl]-phenol (115820-15-0) → 4-chloro-2-((4-methoxyphenylamino)methyl)-phenol (98591-11-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 20 ℃;

DOI:10.1016/j.tet.2007.07.064

Reference yield:

4-methoxy-aniline (104-94-9) → 4-chloro-2-((4-methoxyphenylamino)methyl)-phenol (98591-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; tetrahydrofuran / 0.5 h / Heating

2: NaBH₄ / methanol; tetrahydrofuran / 20 °C

With sodium tetrahydroborate; In tetrahydrofuran; methanol;

DOI:10.1016/j.tet.2007.07.064

upstream raw materials:

4-chloro-2-[(4-methoxy-phenylimino)-methyl]-phenol

4-methoxy-aniline

4-chloro-phenol

5-chlorosalicyclaldehyde

Refernces

• 1、 Anwar, Hany F.,Skatteb?l, Lars,Hansen, Trond Vidar. "Synthesis of substituted salicylamines and dihydro-2H-1,3-benzoxazines". . p. 9997 - 10002. Retrieved 2008/02/13.