1-NAPHTHALEN-2-YL-ETHYLAMINE Chemical Properties

Melting point:

23 °C

Boiling point:

157 °C

Density 

1.047 g/cm3

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

9.36±0.40(Predicted)

Appearance

Colorless to light yellow Liquid

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2921490090

1-NAPHTHALEN-2-YL-ETHYLAMINE Usage And Synthesis

Synthesis

GENERAL METHODS: The N-acylation of racemic 1-(naphthalen-2-yl)ethanamine, 1,2 and 3 was carried out in cyclohexane in the presence or absence of TIPS-β-CD using benzoyl chloride as the acylating reagent and triethylamine as the base. First, racemic 1-(naphthalen-2-yl)ethylamine, 1,2 and 3 (6.0 × 10^-4 mmol) were mixed with 6-O-methylsilylated β-CD in cyclohexane (600 μL) and stirred for 1 h to reach complexation equilibrium. Subsequently, 6-O-methylsilylated β-CD, triethylamine (6.0 x 10^-4 mmol) and benzoyl chloride 4a-j were added at 10 °C. The reaction mixture continued to be stirred for 6 h at 10 °C. Upon completion of the reaction, it was analyzed using chiral high-performance liquid chromatography (HPLC) on a Diacel Chiralcel OD-H column (250 mm × 4.6 mm I.D.), with the eluent being hexane/2-propanol (80:20 or 95:5), at a flow rate of 0.5 or 1.5 mL/min, and with the UV detection wavelength at 254 nm.The reaction was analyzed by HPLC in the absence and presence of the presence and in the presence of TIPS-β-CD (3.0 × 10^-3 mmol), the N-acylation reaction of 1-(naphthalen-2-yl)ethylamine, 1,2 and 3 (6.0 × 10^-4 mmol) with benzoyl chloride 4a-j (3.3 × 10^-4 mmol) in cyclohexane (600 μL) and triethylamine (6.0 × 10^-4 mmol) yielded the products, and the results are displayed in Figures 1 and 2 and S18-26, respectively.

References

[1] Tetrahedron, 2014, vol. 70, # 2, p. 197 - 203

1-NAPHTHALEN-2-YL-ETHYLAMINE(1201-74-7)Related Product Information

• Cinacalcet Impurity B
• 4-(TRIFLUOROMETHYL)HYDROCINNAMIC ACID
• Cinacalcet Impurity 38 HCl
• (E)-m-(trifluoromethyl)cinnamic acid
• Cinacalcet IMpurity 7
• (R)-1-(Naphthalen-2-yl)ethanamine hydrochloride
• (1R)-1-(5-methylnaphthalen-1-yl)ethan-1-amine
• Cinacalcet IMpurity 3
• Cinacalcet Impurity 46
• 3-(4-TRIFLUOROMETHYL-PHENYL)-PROPAN-1-OL
• Methanesulfonic acid 3-(3-trifluoroMethylphenyl)propyl ester
• cinacalcet iMpurity 4
• N-(1-(naphthalen-1-yl)ethyl)forMaMide
• Cinacalcet impurity C
• Cinacalcet Impurity 45
• Cinacalcet Impurity 39 (Mixture of Diastereomers)
• (R)-1-(naphthalen-1-yl)ethan-1-amine
• (R)-1-(5,6,7,8-tetrahydronaphthalen-1-yl)ethanamine hydrochloride