4-Benzoylmorpholine

Base Information

• Chemical Name: 4-Benzoylmorpholine
• CAS No.: 1468-28-6
• Molecular Formula: C11H13 N O2
• Molecular Weight: 191.23
• Hs Code.: 2934999090
• European Community (EC) Number: 604-539-8
• NSC Number: 3129
• UNII: J8WEF5G9W6
• DSSTox Substance ID: DTXSID7074533
• Nikkaji Number: J13.037K
• Wikidata: Q72440345
• Mol file: 1468-28-6.mol

Synonyms:4-Benzoylmorpholine;1468-28-6;Benzomorpholide;N-Benzoylmorpholine;Morpholine, 4-benzoyl-;morpholino(phenyl)methanone;morpholin-4-yl(phenyl)methanone;Benzoic acid, morpholide;MORPHOLINE, N-BENZOYL-;N-Benzoyl morpholine;4-Benzoyl morpholine;NSC 3129;BRN 0148023;J8WEF5G9W6;morpholin-4-yl-phenylmethanone;AI3-03344;NSC-3129;4-27-00-00280 (Beilstein Handbook Reference);Methanone, 4-morpholinylphenyl-;NSC3129;BENZOIC MORPHOLIDE;Maybridge1_007854;UNII-J8WEF5G9W6;4-morpholinylphenylMethanone;Cambridge id 5116372;WLN: T6N DOTJ AVR;SCHEMBL946143;DTXSID7074533;HMS563M22;BAA46828;MFCD00188446;STK414043;AKOS000265465;GS-6389;PB40737;SDCCGMLS-0064617.P001;LS-92425;CS-0051030;FT-0658354;F13677;A808556;J-008269;Z31721234

Chemical Property of 4-Benzoylmorpholine

Chemical Property:

• Vapor Pressure: 9.37E-05mmHg at 25°C
• Melting Point: 73.5-74.0 °C
• Boiling Point: 339.1°C at 760 mmHg
• PKA: -1.45±0.20(Predicted)
• Flash Point: 158.9°C
• PSA: 29.54000
• Density: 1.154g/cm³
• LogP: 1.09690
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 194

Purity/Quality:

98.00% ^*data from raw suppliers

4-Benzoylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Benzoylmorpholine

There total 231 articles about 4-Benzoylmorpholine 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: 94.0%

morpholine (110-91-8,99108-56-2) + phenyl benzyl ketone (451-40-1) → 4-benzoylmorpholine (1468-28-6) + benzaldehyde (100-52-7)

Guidance literature:

With 1,10-Phenanthroline; copper(II) chloride dihydrate; oxygen; In acetonitrile; for 40h; under 760.051 Torr; Reflux;

DOI:10.1021/acs.joc.5b01670

Reference yield: 79.0%

Thiobenzmorpholid (2032-36-2) + N-methyl-N-nitrosoaniline (614-00-6) → 4-benzoylmorpholine (1468-28-6) + 4-nitroso-N-methylaniline (10595-51-4) + N-methylaniline (100-61-8)

Guidance literature:

With hydrogenchloride; potassium iodide; In water; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88548-3

Reference yield: 70.0%

morpholine (110-91-8,99108-56-2) + iodobenzene (591-50-4) + carbon monoxide (201230-82-2) → 4-morpholinecarboxaldehyde (4394-85-8) + 4-benzoylmorpholine (1468-28-6) + 4-(phenylglyoxylyl)morpholine (40991-78-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 100 ℃; for 8h; under 750.075 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.molcata.2014.11.008

upstream raw materials:

morpholine

2,2,2-trichloroacetophenone

benzoyl chloride

diethyl morpholinophosphonite

Downstream raw materials:

2-acetoxy-4-benzoyl-1-oxa-4-azacyclohexane

2r,3t-diacetoxy-4-benzoyl-morpholine

4-benzoylmorpholin-3-one

<2-(morpholin-4-yl)thiazol-5-yl>phenyl ketone

Refernces

• 1、 Yim, Sang Jun,Kwon, Chan Ho,An, Duk Keun. "A new and efficient one-pot synthesis of aromatic alkynyl ketones from aromatic esters". . p. 5393 - 5395. Retrieved 2007.
• 2、 Hara, Yusuke,Onodera, Shunsuke,Kochi, Takuya,Kakiuchi, Fumitoshi. "Catalytic Formation of α-Aryl Ketones by C-H Functionalization with Cyclic Alkenyl Carbonates and One-Pot Synthesis of Isocoumarins". . p. 4850 - 4853. Retrieved 2015.
• 3、 Sepahvand, Heshmatollah,Ghasemi, Elnaz,Sharbati, Mohammad,Mohammadi, Melika Sadat,Arshadi Pirlar, Maghsoud,Shahverdizadeh, Gholam Hossein. "The magnetic graphene oxide/NHC catalyzed aerobic direct amidation and cross-dehydrogenative coupling of aldehydes". . p. 16555 - 16565. Retrieved 2019.
• 4、 Yang, Ting,Lin, Changxue,Fu, Hua,Jiang, Yuyang,Zhao, Yufen. "Synthesis of sterically hindered peptide analogs using diphenyl phosphite as the coupling reagent". . p. 386 - 392. Retrieved 2005.
• 5、 Prasad, Aitha Vishwa,Biying, Algin Oh,Ling, Woo Yuan,Stubbs, Ludger Paul,Zhu, Yinghuai. "Synthesis and new application of green and recyclable cyclic poly(L -lactide)-clay hybrid". . p. 4167 - 4174. Retrieved 2013.
• 6、 Shi, Feng,Li, Jian,Li, Chunju,Jia, Xueshun. "Samarium-mediated mild and facile method for the synthesis of amides". . p. 6049 - 6051. Retrieved 2010.
• 7、 Alexandre, Pierre-Emmanuel,Schwenger, Alexander,Frey, Wolfgang,Richert, Clemens. "High-Loading Crystals of Tetraaryladamantanes and the Uptake and Release of Aromatic Hydrocarbons from the Gas Phase". . p. 9018 - 9021. Retrieved 2017.
• 8、 Bilyachenko, Alexey N.,Dronova, Marina S.,Yalymov, Alexey I.,Lamaty, Frédéric,Bantreil, Xavier,Martinez, Jean,Bizet, Christelle,Shul'Pina, Lidia S.,Korlyukov, Alexander A.,Arkhipov, Dmitry E.,Levitsky, Mikhail M.,Shubina, Elena S.,Kirillov, Alexander M.,Shul'Pin, Georgiy B.. "Cage-like copper(II) silsesquioxanes: Transmetalation reactions and structural, quantum chemical, and catalytic studies". . p. 8758 - 8770. Retrieved 2015.
• 9、 Huang, Jiale,Zhang, Mingyu,Wang, Jing,Hu, Xijun,Luque, Rafael,Lam, Frank L. Y.. "A comprehensive study on the effect of preparation methods for Au-core@shell silica materials in room temperature oxidative amide formation". . p. 789 - 796. Retrieved 2015.
• 10、 An, Duk Keun,Jaladi, Ashok Kumar,Kim, Hyun Tae,Yi, Jaeeun. "Deoxygenative hydroboration of primary, secondary, and tertiary amides: Catalyst-free synthesis of various substituted amines". supporting information. . Retrieved 2021/11/17.