
(S)-(-)-1-(2-Naphthyl)ethylamine synthesis
- Product Name:(S)-(-)-1-(2-Naphthyl)ethylamine
- CAS Number:3082-62-0
- Molecular formula:C12H13N
- Molecular Weight:171.24

1201-74-7

98-88-4
![Benzamide, N-[(1S)-1-(2-naphthalenyl)ethyl]-](/CAS/20210305/GIF/114459-78-8.gif)
114459-78-8
![Benzamide, N-[(1R)-1-(2-naphthalenyl)ethyl]-](/CAS/20210305/GIF/3976-23-6.gif)
3976-23-6

3082-62-0

1201-74-7
GENERAL METHODS: N-acylation reactions were carried out in cyclohexane in the presence or absence of TIPS-β-CD with racemic 1-(naphthalen-2-yl)ethylamine (1), (S)-(-)-1-(2-naphthalenyl)ethylamine (2), and 1-(naphthalen-2-yl)ethylamine (3) as the substrates, benzoyl chloride (4a-j) as the acylation reagent, and triethylamine as the base. First, racemic 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 chloroyl chloride 4a-j were added at 10 °C. The reaction mixture was continued to be stirred for 6 h at 10 °C. Upon completion of the reaction, the product was analyzed by high performance liquid chromatography (HPLC) using a Diacel Chiralcel OD-H chiral column (250 mm × 4.6 mm I.D.) with hexane/2-propanol (80:20 or 95:5) as eluent at a flow rate of 0.5 or 1.5 mL/min and a UV detector (254 nm). The HPLC profiles of the N-acylation reaction products of 1, 2, and 3 with chloroyl chloride 4a-j (3.3 × 10^-4 mmol) in cyclohexane (600 μL), including triethylamine (6.0 × 10^-4 mmol), in the absence and presence of TIPS-β-CD (3.0 × 10^-3 mmol) are shown in Figures 1 and 2, and S18-26, respectively in.

52193-85-8
80 suppliers
$93.00/250mg

3082-62-0
162 suppliers
$45.00/1g
Yield:-
Steps:
Multi-step reaction with 2 steps
1: diphenylphosphoryl azide / toluene / 16 h / 20 °C
2: LiAlH4 / diethyl ether / a) reflux, 2 h, b) 20 deg C, 12 h
References:
Occhiato, Ernesto;Jones, J. Bryan [Tetrahedron,1996,vol. 52,# 12,p. 4199 - 4214]

93-08-3
425 suppliers
$6.00/25g

3082-62-0
162 suppliers
$45.00/1g
![Acetamide, N-[(1S)-1-(2-naphthalenyl)ethyl]-](/CAS/20210305/GIF/87783-01-5.gif)
87783-01-5
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3082-62-0
162 suppliers
$45.00/1g

139305-99-0
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3082-62-0
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![Benzene, [(1Z)-3,3-diethoxy-1-propen-1-yl]-](/CAS/20210305/GIF/81149-95-3.gif)
81149-95-3
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3082-62-0
162 suppliers
$45.00/1g