Ethyl 4-morpholinobenzoate

Base Information

• Chemical Name: Ethyl 4-morpholinobenzoate
• CAS No.: 19614-15-4
• Molecular Formula: C13H17 N O3
• Molecular Weight: 235.283
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90376968
• Nikkaji Number: J357.220J
• Wikidata: Q82165944
• Mol file: 19614-15-4.mol

Synonyms:ethyl 4-morpholinobenzoate;19614-15-4;Ethyl 4-morpholinobenzenecarboxylate;ethyl 4-morpholin-4-ylbenzoate;Ethyl 4-(morpholin-4-yl)benzoate;MFCD06204958;Benzoic acid, 4-(4-morpholinyl)-, ethyl ester;F2195-0003;SCHEMBL4690718;DTXSID90376968;FIZDMLRNYDAKPW-UHFFFAOYSA-N;4-Morpholinobenzoic acid ethyl ester;AC7650;AKOS005069699;CCG-290277;SY014710;4-(4-morpholinyl)benzoic acid ethyl ester;4-(4-morpholinyl) benzoic acid ethyl ester;CS-0073686;FT-0680105;Benzoic acid,4-(4-morpholinyl)-,ethyl ester;VU0494928-1;EN300-237889;A880107;12Y-0815;J-521053

Chemical Property of Ethyl 4-morpholinobenzoate

Chemical Property:

• Vapor Pressure: 4.29E-06mmHg at 25°C
• Melting Point: 86-88°
• Boiling Point: 383.8°Cat760mmHg
• PKA: 2?+-.0.40(Predicted)
• Flash Point: 185.9°C
• PSA: 38.77000
• Density: 1.135g/cm³
• LogP: 1.76490
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl 4-(morpholin-4-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-morpholinobenzoate

There total 10 articles about Ethyl 4-morpholinobenzoate 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: 99.0%

morpholine (110-91-8,99108-56-2) + Ethyl 4-bromobenzoate (5798-75-4) → 4-(morpholin-4-yl)benzoic acid ethyl ester (19614-15-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; caesium carbonate; In cyclopentyl methyl ether; for 24h; Inert atmosphere; Reflux;

DOI:10.1002/adsc.200800417

Reference yield: 96.0%

morpholine (110-91-8,99108-56-2) + 4-fluorobenzoic acid ethyl ester (451-46-7) → 4-(morpholin-4-yl)benzoic acid ethyl ester (19614-15-4)

Guidance literature:

at 120 ℃; for 48h;

DOI:10.1016/j.bmcl.2007.06.029

Reference yield: 93.0%

morpholine (110-91-8,99108-56-2) + 4-iodobenzoic acid ethyl ester (51934-41-9) → 4-(morpholin-4-yl)benzoic acid ethyl ester (19614-15-4)

Guidance literature:

With caesium carbonate; P(i-BuNCH₂)3CMe; palladium diacetate; In toluene; at 80 ℃;

DOI:10.1021/jo034994y

upstream raw materials:

3-oxa-1,5-dichloropentane

p-aminoethylbenzoate

morpholine

4-fluorobenzoic acid ethyl ester

Downstream raw materials:

ethyl 4-(3-oxomorpholino)benzoate

(4-morpholin-4-yl-phenyl)-amide

4-morpholin-4-yl-benzoic acid

4-(3-oxomorpholin-4-yl)benzoic acid

Refernces

• 1、 Daili, Farah,Sengmany, Stéphane,Léonel, Eric. "Amination of Aryl Halides Mediated by Electrogenerated Nickel from Sacrificial Anode". . p. 2462 - 2469. Retrieved 2021/06/28.
• 2、 Pirkl, Nico,Del Grosso, Alessandro,Mallick, Bert,Doppiu, Angelino,Goo?en, Lukas J.. "Dihalogen-bridged NHC-palladium(i) dimers: Synthesis, characterisation and applications in cross-coupling reactions". supporting information. p. 5275 - 5278. Retrieved 2019/05/08.