Morpholine, 4-(m-(dimethylamino)benzoyl)-

Base Information

• Chemical Name: Morpholine, 4-(m-(dimethylamino)benzoyl)-
• CAS No.: 1703-39-5
• Molecular Formula: C13H18 N2 O2
• Molecular Weight: 234.2942
• DSSTox Substance ID: DTXSID80168834
• Nikkaji Number: J75.066B
• Wikidata: Q83038449
• Mol file: 1703-39-5.mol

Synonyms:Morpholine, 4-(m-(dimethylamino)benzoyl)-;1703-39-5;BRN 1077050;4-(m-(Dimethylamino)benzoyl)morpholine;[3-(dimethylamino)phenyl](morpholin-4-yl)methanone;LG 50,044;N-(m-Dimetilaminobenzoil)-morfolina [Italian];N-(m-Dimetilaminobenzoil)-morfolina;Cambridge id 5738566;Oprea1_049552;Oprea1_692006;DTXSID80168834;HMS1583J17;STL261988;AKOS003356628;SR-01000218592;SR-01000218592-1;N,N-DIMETHYL-3-(MORPHOLINE-4-CARBONYL)ANILINE;Z31721399

Chemical Property of Morpholine, 4-(m-(dimethylamino)benzoyl)-

Chemical Property:

• Vapor Pressure: 4.09E-07mmHg at 25°C
• Boiling Point: 415.5°C at 760 mmHg
• Flash Point: 205.1°C
• Density: 1.15g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 234.136827821
• Heavy Atom Count: 17
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC(=C1)C(=O)N2CCOCC2

Technology Process of Morpholine, 4-(m-(dimethylamino)benzoyl)-

There total 4 articles about Morpholine, 4-(m-(dimethylamino)benzoyl)- 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) + 3-dimethylaminobenzyl alcohol (23501-93-1) → (3-(dimethylamino)phenyl)(morpholino)methanone (1703-39-5)

Guidance literature:

With potassium phosphate; dichloro(1,10-phenanthroline) copper(II); 1,2-bis(t-butyloxycarbonyl)hydrazine; In toluene; at 75 ℃; for 24h;

DOI:10.1021/acs.joc.6b01686

Reference yield: 79.0%

morpholine (110-91-8,99108-56-2) + 3-(dimethylamino)benzoyl chloride (54263-82-0) → (3-(dimethylamino)phenyl)(morpholino)methanone (1703-39-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/adsc.201601108

Reference yield:

3-(dimethylamino)benzoic acid (99-64-9) → (3-(dimethylamino)phenyl)(morpholino)methanone (1703-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 6 h

2: triethylamine; dmap / dichloromethane / 0 - 20 °C

With dmap; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1002/adsc.201601108

upstream raw materials:

morpholine

3-dimethylaminobenzyl alcohol

3-(dimethylamino)benzoyl chloride

3-(dimethylamino)benzoic acid

Refernces

• 1、 Krabbe, Scott W.,Chan, Vincent S.,Franczyk, Thaddeus S.,Shekhar, Shashank,Napolitano, José G.,Presto, Carmina A.,Simanis, Justin A.. "Copper-Catalyzed Aerobic Oxidative Amidation of Benzyl Alcohols". . p. 10688 - 10697. Retrieved 2016/11/29.