4-(3-Phenylpropyl)morpholine

Base Information

• Chemical Name: 4-(3-Phenylpropyl)morpholine
• CAS No.: 25262-57-1
• Molecular Formula: C13H19NO
• Molecular Weight: 205.3
• DSSTox Substance ID: DTXSID401320360
• Nikkaji Number: J1.215.638C
• Pharos Ligand ID: K9LAX4QAC5XK
• ChEMBL ID: CHEMBL1562542
• Mol file: 25262-57-1.mol

Synonyms:4-(3-phenylpropyl)morpholine;CHEMBL1562542;25262-57-1;phenylpropyl-morpholine;Cambridge id 5423935;Oprea1_109285;MLS001001197;SCHEMBL1711070;DTXSID401320360;HMS2818O21;BDBM50242667;SMR000496342;EN300-9599882;Z137787200

Chemical Property of 4-(3-Phenylpropyl)morpholine

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 205.146664230
• Heavy Atom Count: 15
• Complexity: 160

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1CCCC2=CC=CC=C2

Technology Process of 4-(3-Phenylpropyl)morpholine

There total 31 articles about 4-(3-Phenylpropyl)morpholine 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: 98.0%

4-(3-phenyl-propionyl)-morpholine (17077-46-2) → 4-(3-phenylpropyl)morpholine (25262-57-1)

Guidance literature:

With dimethylethylsilane; 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; bis(pentafluorophenyl)borohydride; In dichloromethane; toluene; at 20 ℃; for 24h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1039/c8cc01863d

Reference yield: 94.0%

morpholine (110-91-8,99108-56-2) + 3-Phenylpropenol (104-54-1) → 4-(3-phenylpropyl)morpholine (25262-57-1)

Guidance literature:

With formic acid; chlorine[2-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxypyridine](pentamethylcyclopentadienyl)iridium(III) chloride; In water; at 80 ℃; for 14h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.1c01930

Reference yield: 90.0%

morpholine (110-91-8,99108-56-2) + styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + carbon monoxide (201230-82-2) → 4-(3-phenylpropyl)morpholine (25262-57-1)

Guidance literature:

With C₅₆H₅₄O₄P₄; [Rh(nbd)₂(SbF₆)]; hydrogen; In tert-Amyl alcohol; at 125 ℃; for 16h; under 37503.8 Torr; regioselective reaction; Autoclave;

DOI:10.1021/ol4012635

upstream raw materials:

morpholine

phenylpropyl chloride

3-Phenethyl-[1,2,4]trioxolane

-1-Morpholino-3-phenyl-1-propene

Refernces

• 1、 Wu, Rongpei,Gao, Ke. "B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of: In situ -formed enamines". supporting information. p. 4032 - 4036. Retrieved 2021/05/19.
• 2、 Agbossou-Niedercorn, Francine,Corre, Yann,Djukic, Jean-Pierre,Kalocsai, Dorottya,Michon, Christophe,Nagyházi, Márton,Rysak, Vincent,Trivelli, Xavier. "One-Pot Controlled Reduction of Conjugated Amides by Sequential Double Hydrosilylation Catalyzed by an Iridium(III) Metallacycle". supporting information. p. 6212 - 6220. Retrieved 2020/10/02.