4-Benzylmorpholine

Base Information

• Chemical Name: 4-Benzylmorpholine
• CAS No.: 10316-00-4
• Molecular Formula: C11H15 N O
• Molecular Weight: 177.246
• Hs Code.: 2934999090
• NSC Number: 67985
• DSSTox Substance ID: DTXSID90290317
• Nikkaji Number: J472.305H
• Wikidata: Q82027954
• ChEMBL ID: CHEMBL2220547
• Mol file: 10316-00-4.mol

Synonyms:4-benzylmorpholine;10316-00-4;4-benzyl-morpholine;Morpholine, 4-(phenylmethyl)-;n-benzylmorpholine;N-benzyl morpholine;NSC67985;4-(phenylmethyl)morpholine;Cambridge id 5513793;SCHEMBL102338;SCHEMBL7390322;CHEMBL2220547;DTXSID90290317;GVWBJJLCTWNTRU-UHFFFAOYSA-N;HMS1725H01;NSC-67985;AKOS001045366;CS-W022084;DS-18644;EN300-16211;N11737;A896604

Chemical Property of 4-Benzylmorpholine

Chemical Property:

• Vapor Pressure: 0.0122mmHg at 25°C
• Melting Point: 194°C
• Refractive Index: 1.5302 (estimate)
• Boiling Point: 260.5°Cat760mmHg
• PKA: 6.60±0.10(Predicted)
• Flash Point: 74.6°C
• PSA: 12.47000
• Density: 1.062g/cm³
• LogP: 1.45670
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 137

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Benzylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1CC2=CC=CC=C2

Technology Process of 4-Benzylmorpholine

There total 87 articles about 4-Benzylmorpholine 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) + benzyl alcohol (100-51-6,185532-71-2) → 4-benzyl-morpholine (10316-00-4)

Guidance literature:

With [RhCl₂(p-cymene)]2; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 250 ℃; under 37503.8 Torr; Reagent/catalyst; Temperature; Solvent; Concentration; Catalytic behavior; Flow reactor;

DOI:10.1039/c8gc03328e

Reference yield: 99.0%

morpholine (110-91-8,99108-56-2) + benzaldehyde (100-52-7) → 4-benzyl-morpholine (10316-00-4)

Guidance literature:

With hydrogen; In toluene; at 140 ℃; for 18h; under 22502.3 Torr;

DOI:10.1039/c6ra21415k

Reference yield: 99.0%

morpholine (110-91-8,99108-56-2) + benzyl bromide (100-39-0) → 4-benzyl-morpholine (10316-00-4)

Guidance literature:

With potassium carbonate; In acetonitrile; for 16h;

DOI:10.1002/chem.202104385

upstream raw materials:

morpholine

benzyl bromide

iodomethylbenzene

3-oxa-1,5-dichloropentane

Downstream raw materials:

4-(morpholinemethyl)benzenesulfonyl chloride

N-benzylmorpholine hydrochloride

5S-N-Benzylmorpholin-3-one

4-benzyl-morpholine-2,3-dione

Refernces

• 1、 Shimizu, Ken-Ichi,Imaiida, Naomichi,Kon, Kenichi,Hakim Siddiki,Satsuma, Atsushi. "Heterogeneous Ni catalysts for N-alkylation of amines with alcohols". . p. 998 - 1005. Retrieved 2013.
• 2、 Gurina,Kissel,Lyubov,Luconi,Rossin,Tuci,Cherkasov,Lyssenko,Shavyrin,Ob'Edkov,Giambastiani,Trifonov. "Bis(alkyl) scandium and yttrium complexes coordinated by an amidopyridinate ligand: Synthesis, characterization and catalytic performance in isoprene polymerization, hydroelementation and carbon dioxide hydrosilylation". . p. 638 - 650. Retrieved 2020.
• 3、 Labes, Ricardo,Mateos, Carlos,Battilocchio, Claudio,Chen, Yiding,Dingwall, Paul,Cumming, Graham R.,Rincón, Juan A.,Nieves-Remacha, Maria José,Ley, Steven V.. "Fast continuous alcohol amination employing a hydrogen borrowing protocol". . p. 59 - 63. Retrieved 2019.
• 4、 Reynolds,Kenyon. "-". . p. 1597. Retrieved 1950.
• 5、 Alinezhad, Heshmatollah,Tajbakhsh, Mahmoud,Zamani, Reza. "One-pot reductive amination of aldehydes and ketones using N-methyl-piperidine zinc borohydride (ZBNMPP) as a new reducing agent". . p. 431 - 434. Retrieved 2006.
• 6、 Hamadi, Hosein,Javadi, Samira. "One-pot Reductive Amination of Carbonyl Compounds with NaBH4-B(OSO3H)3/SiO2 in Acetonitrile and in Solvent-free Condition". . p. 75 - 80. Retrieved 2017.
• 7、 Bayat, Ahmad,Shakourian-Fard, Mehdi,Nouri, Peyman,Hashemi, Mohammad Mahmoodi. "A highly reactive and magnetic recyclable catalyst based on silver nanoparticles supported on ferrite for N-monoalkylation of amines with alcohols". . . Retrieved 2017.
• 8、 Alinezhad, Heshmatollah,Tajbakhsh, Mahmoud,Ahangar, Roja Enayati. "Reductive amination of aldehydes and ketones in a heterogeneous system in THF and under solvent-free conditions using sodium borohydride-silica phosphoric acid". . p. 21 - 25. Retrieved 2008.
• 9、 Yokogi, Masashi,Kuwano, Ryoichi. "Use of acetate as a leaving group in palladium-catalyzed nucleophilic substitution of benzylic esters". . p. 6109 - 6112. Retrieved 2007.
• 10、 Badeeva,Platova,Batyeva. "Synthesis of organophosphorus compounds based on the reaction of elemental phosphorus with proton-donor reagents". . p. 392 - 401. Retrieved 2015.