(2-Hydroxymethyl-phenyl)-morpholin-4-yl-methanone

Base Information

• Chemical Name: (2-Hydroxymethyl-phenyl)-morpholin-4-yl-methanone
• CAS No.: 102273-30-3
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.256
• NSC Number: 175193
• DSSTox Substance ID: DTXSID301236831
• Mol file: 102273-30-3.mol

Synonyms:NSC175193;(2-hydroxymethyl-phenyl)-morpholin-4-yl-methanone;DTXSID301236831;NSC-175193;102273-30-3;[2-(Hydroxymethyl)phenyl]-4-morpholinylmethanone

Chemical Property of (2-Hydroxymethyl-phenyl)-morpholin-4-yl-methanone

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COCCN1C(=O)C2=CC=CC=C2CO

Technology Process of (2-Hydroxymethyl-phenyl)-morpholin-4-yl-methanone

There total 1 articles about (2-Hydroxymethyl-phenyl)-morpholin-4-yl-methanone 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: 88.0%

morpholine (110-91-8,99108-56-2) + 2-benzofuran-1(3H)-one (87-41-2) → 2-(hydroxymethyl)morpholinobenzamide (102273-30-3)

Guidance literature:

morpholine; With aluminum (III) chloride; In 1,2-dichloro-ethane; at 15 - 25 ℃; Inert atmosphere;

2-benzofuran-1(3H)-one; In 1,2-dichloro-ethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201201042

Reference yield:

2-(hydroxymethyl)morpholinobenzamide (102273-30-3) → 4-(2-Formylbenzoyl)morpholine (84538-50-1)

Guidance literature:

2-(hydroxymethyl)morpholinobenzamide; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.666667h; Inert atmosphere;

With triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201201042

Reference yield:

2-(hydroxymethyl)morpholinobenzamide (102273-30-3) → (E)-4'-(N-methylacetamido)stilbene-2-morpholinocarboxamide + (Z)-4'-(N-methylacetamido)stilbene-2-morpholinocarboxamide

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.67 h / -78 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / water / 3 h / 70 °C / Inert atmosphere

With oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; In dichloromethane; water;

DOI:10.1002/ejoc.201201042

upstream raw materials:

morpholine

2-benzofuran-1(3H)-one

Downstream raw materials:

4-(2-Formylbenzoyl)morpholine