(R)-1-(p-Tolyl)propan-1-amine

Base Information

• Chemical Name: (R)-1-(p-Tolyl)propan-1-amine
• CAS No.: 239105-47-6
• Molecular Formula: C10H16ClN
• Molecular Weight: 185.69872
• Nikkaji Number: J1.129.519C
• Mol file: 239105-47-6.mol

Synonyms:(R)-1-(p-Tolyl)propan-1-amine;SCHEMBL3863807;AKOS012383016;AKOS015842051;(R)-1-(4-Methylphenyl)-1-propanamine;CS-0313627

Chemical Property of (R)-1-(p-Tolyl)propan-1-amine

Chemical Property:

• PSA: 26.02000
• LogP: 3.90710
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 103

Purity/Quality:

98% ^*data from raw suppliers

(R)-1-(p-Tolyl)propan-1-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=C(C=C1)C)N
• Isomeric SMILES: CC[C@H](C1=CC=C(C=C1)C)N

Technology Process of (R)-1-(p-Tolyl)propan-1-amine

There total 18 articles about (R)-1-(p-Tolyl)propan-1-amine 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: 95.0%

4'-methylpropiophenone (5337-93-9) → 1-(4-methylphenyl)propan-1-amine (174636-87-4,239105-47-6)

Guidance literature:

With formic acid; ammonium formate; C₂₁H₂₄ClIrN₂O; In methanol; for 8h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1039/d1ob01710a

Reference yield: 88.0%

2-methoxy-N-[(1R)-1-(4-methylphenyl)ethyl]acetamide (296236-17-4) → (R)-1-(4-methylphenyl)propan-1-amine (239105-47-6)

Guidance literature:

With sodium hydroxide; triethanolamine; In water; at 115 - 120 ℃; for 4h;

Reference yield: 74.0%

triethyl borane (97-94-9) + (1S,3S,4R)-2-(4-methylphenylmethyl)-3-[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]-2-thioniabicyclo[2.2.1]heptane tetrafluoroborate → (R)-1-(4-methylphenyl)propan-1-amine (239105-47-6)

Guidance literature:

(1S,3S,4R)-2-(4-methylphenylmethyl)-3-[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]-2-thioniabicyclo[2.2.1]heptane tetrafluoroborate; With lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; at -78 ℃; for 1h;

triethyl borane; In tetrahydrofuran; dichloromethane; at -100 - 0 ℃;

With hydroxylamine-O-sulfonic acid; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; Further stages.;

DOI:10.1021/ja074110i

upstream raw materials:

N-[1-(4-methylphenyl)propyl]-P,P-diphenylphosphinoylamide

2-methoxy-N-[(1R)-1-(4-methylphenyl)ethyl]acetamide

triethyl borane

1-(4-methylphenyl)-2-propen-1-ol

Refernces

• 1、 B?umler, Christoph,Bauer, Christof,Kempe, Rhett. "The Synthesis of Primary Amines through Reductive Amination Employing an Iron Catalyst". . p. 3110 - 3114. Retrieved 2020/06/01.
• 2、 Issaraseriruk, Natthapol,Sritana-anant, Yongsak,Shitangkoon, Aroonsiri. "Substituent effects on chiral resolutions of derivatized 1-phenylalkylamines by heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin GC stationary phase". supporting information. p. 900 - 906. Retrieved 2018/05/08.