(R)-N-Methyl-1-(naphthalen-1-yl)ethanamine

Base Information

• Chemical Name: (R)-N-Methyl-1-(naphthalen-1-yl)ethanamine
• CAS No.: 15297-33-3
• Molecular Formula: C13H15N
• Molecular Weight: 185.269
• Hs Code.: 2921499090
• European Community (EC) Number: 623-694-2
• Nikkaji Number: J1.322.846I
• Wikidata: Q76511164
• Mol file: 15297-33-3.mol

Synonyms:15297-33-3;(R)-N-Methyl-1-(naphthalen-1-yl)ethanamine;(R)-(+)-N-Methyl-1-(1-naphthyl)ethylamine;(1R)-N-methyl-1-naphthalen-1-ylethanamine;METHYL[(1R)-1-(NAPHTHALEN-1-YL)ETHYL]AMINE;SCHEMBL1253481;MFCD00137641;AKOS022186462;DS-8471;(1r)-n-methyl-1-naphthalen-1-ylethanamin;CS-0098025;EN300-2621904;(R)-N-methyl-1-(naphthalen-1-yl)ethan-1-amine;A809369

Chemical Property of (R)-N-Methyl-1-(naphthalen-1-yl)ethanamine

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.00197mmHg at 25°C
• Refractive Index: n20/D 1.605(lit.)
• Boiling Point: 291.2 °C at 760 mmHg
• PKA: 9.40±0.10(Predicted)
• Flash Point: 140.1 °C
• PSA: 12.03000
• Density: 1.015 g/cm³
• LogP: 3.51110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 185.120449483
• Heavy Atom Count: 14
• Complexity: 178

Purity/Quality:

98%min ^*data from raw suppliers

(R)-(+)-N-Methyl-1-(1-naphthyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC2=CC=CC=C21)NC
• Isomeric SMILES: C[C@H](C1=CC=CC2=CC=CC=C21)NC
• Uses: (R)-(+)-N-Methyl-1-(1-naphthyl)ethylamine was used as a chiral modifier for platinum in the enantioselective hydrogenation of ketopantolactone.

Technology Process of (R)-N-Methyl-1-(naphthalen-1-yl)ethanamine

There total 4 articles about (R)-N-Methyl-1-(naphthalen-1-yl)ethanamine 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: 85.0%

rac-1-(1-bromoethyl)naphthalene (73765-07-8) + methylamine (74-89-5) → (S)-N-methyl-N-1-(1-naphthyl)ethyl amine (15297-33-3,20218-55-7,42882-32-6,98978-55-3)

Guidance literature:

In dichloromethane; water; at 20 ℃; for 16h;

DOI:10.1021/acs.organomet.7b00760

Reference yield: 76.0%

1'-naphthacetophenone (941-98-0) + methylamine (74-89-5) → (S)-N-methyl-N-1-(1-naphthyl)ethyl amine (15297-33-3,20218-55-7,42882-32-6,98978-55-3)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 70h;

DOI:10.1016/j.tet.2009.09.067

Reference yield:

1'-naphthacetophenone (941-98-0) → (S)-N-methyl-N-1-(1-naphthyl)ethyl amine (15297-33-3,20218-55-7,42882-32-6,98978-55-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 8 h / 0 - 20 °C

2: phosphorus tribromide / dichloromethane / 16 h / 0 - 20 °C

3: dichloromethane; water / 16 h / 20 °C

With sodium tetrahydroborate; phosphorus tribromide; In methanol; dichloromethane; water;

DOI:10.1021/acs.organomet.7b00760

upstream raw materials:

1'-naphthacetophenone

methylamine

rac-1-(1-bromoethyl)naphthalene

Downstream raw materials:

3--1-phenyl-1-propanone

N-methyl-1-[(R)-phenyl-(1'R)-(1-naphthyl)ethylethylaminomethyl]-2-naphthol

(R)-N-(4-tert-butylbenzyl)-N-methyl-1-(naphthalen-1-yl)ethanamine

2,N-dimethyl-N-[(R)-1-(1-naphthyl)ethyl]benzamide

Refernces

• 1、 Fuglseth, Erik,Otterholt, Eli,H?gmoen, Hanne,Sundby, Eirik,Charnock, Colin,Hoff, B?rd Helge. "Chiral derivatives of Butenafine and Terbinafine: synthesis and antifungal activity". experimental part. p. 9807 - 9813. Retrieved 2010/02/27.