2-Hydroxy-5-methyl-3-[(morpholin-4-yl)methyl]benzaldehyde

Base Information

• Chemical Name: 2-Hydroxy-5-methyl-3-[(morpholin-4-yl)methyl]benzaldehyde
• CAS No.: 220090-92-6
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• DSSTox Substance ID: DTXSID10579318
• Nikkaji Number: J1.436.040I
• Wikidata: Q82469804
• Mol file: 220090-92-6.mol

Synonyms:220090-92-6;2-hydroxy-5-methyl-3-(morpholinomethyl)benzaldehyde;SCHEMBL7515175;2-Hydroxy-5-methyl-3-[(morpholin-4-yl)methyl]benzaldehyde;DTXSID10579318

Chemical Property of 2-Hydroxy-5-methyl-3-[(morpholin-4-yl)methyl]benzaldehyde

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C=O)O)CN2CCOCC2

Technology Process of 2-Hydroxy-5-methyl-3-[(morpholin-4-yl)methyl]benzaldehyde

There total 4 articles about 2-Hydroxy-5-methyl-3-[(morpholin-4-yl)methyl]benzaldehyde 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: 86.0%

morpholine (110-91-8,99108-56-2) + 3-(bromomethyl)-2-hydroxy-5- methylbenzaldehyde (873779-33-0) → 2-hydroxy-3-(morpholin-4-ylmethyl)-5-methylbenzaldehyde (220090-92-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1039/c9dt01968e

Reference yield:

2-hydroxy-5-methylbenzaldehyde (613-84-3) → 2-hydroxy-3-(morpholin-4-ylmethyl)-5-methylbenzaldehyde (220090-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; sulfuric acid / 20 h / 70 °C / Inert atmosphere

2: potassium carbonate / acetonitrile / 8 h / 85 °C / Inert atmosphere

With sulfuric acid; hydrogen bromide; potassium carbonate; In acetonitrile;

DOI:10.1021/acs.orglett.1c01896

Reference yield:

4-morpholinecarboxaldehyde (4394-85-8) + 2-hydroxy-5-methylbenzaldehyde (613-84-3) → 2-hydroxy-3-(morpholin-4-ylmethyl)-5-methylbenzaldehyde (220090-92-6)

Guidance literature:

In acetic acid; for 8h; Yield given; Heating;

DOI:10.1107/S0108270198010750

upstream raw materials:

4-morpholinecarboxaldehyde

2-hydroxy-5-methylbenzaldehyde

morpholine

formaldehyd

Downstream raw materials:

5-methyl-3-(morpholine-1-ylmethyl)salicylaldimine