4-(Morpholinomethyl)phenol

Base Information

• Chemical Name: 4-(Morpholinomethyl)phenol
• CAS No.: 80166-01-4
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• European Community (EC) Number: 825-905-5
• DSSTox Substance ID: DTXSID00354813
• Wikidata: Q82133252
• Mol file: 80166-01-4.mol

Synonyms:4-(morpholinomethyl)phenol;80166-01-4;4-(morpholin-4-ylmethyl)phenol;4-(4-morpholinylmethyl)Phenol;4-[(morpholin-4-yl)methyl]phenol;MFCD01467510;Phenol, 4-(4-morpholinylmethyl)-;Oprea1_366581;SCHEMBL4024799;DTXSID00354813;AKOS015968047;AT16750;BP-20190;BS-24467;SY294655;CS-0141917;FT-0731344;AB00085219-01;EN300-1848233

Chemical Property of 4-(Morpholinomethyl)phenol

Chemical Property:

• PSA: 32.70000
• LogP: 1.16230
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

4-(Morpholinomethyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1CC2=CC=C(C=C2)O

Technology Process of 4-(Morpholinomethyl)phenol

There total 7 articles about 4-(Morpholinomethyl)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: 100.0%

morpholine (110-91-8,99108-56-2) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-(morpholin-4-yl)methylphenol (80166-01-4)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 24h;

Reference yield: 98.0%

morpholine (110-91-8,99108-56-2) + salicylaldehyde (90-02-8) → 4-(morpholin-4-yl)methylphenol (80166-01-4)

Guidance literature:

With MP-borohydride; In methanol; at 20 ℃; for 48h;

DOI:10.1021/jm061223o

Reference yield: 76.0%

4-[(4-bromophenyl)methyl]morpholine (132833-51-3) → 4-(morpholin-4-yl)methylphenol (80166-01-4)

Guidance literature:

4-[(4-bromophenyl)methyl]morpholine; With magnesium; In tetrahydrofuran; Inert atmosphere;

With oxaziridine; In tetrahydrofuran; at 0 - 25 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; Inert atmosphere;

DOI:10.1038/nchem.2672

upstream raw materials:

morpholine

4-methoxy-benzaldehyde

salicylaldehyde

4-(morpholinomethyl)phenyl acetate

Downstream raw materials:

4-(4-(prop-2-ynyloxy)benzyl)morpholine

4-(morpholinomethyl)phenyl-3-(1H-indol-3-yl)propanoate

Refernces

• 1、 Guo, Peng,Wang, Ke,Jin, Wen-Jie,Xie, Hao,Qi, Liangliang,Liu, Xue-Yuan,Shu, Xing-Zhong. "Dynamic Kinetic Cross-Electrophile Arylation of Benzyl Alcohols by Nickel Catalysis". supporting information. p. 513 - 523. Retrieved 2021/01/12.
• 2、 Savela, Risto,Vogt, Dieter,Leino, Reko. "Ruthenium Catalyzed N-Alkylation of Cyclic Amines with Primary Alcohols". . p. 3030 - 3040. Retrieved 2020/05/22.