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N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine
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Name

N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine

 EINECS N/A
CAS No. 119356-76-2 Density 1.082 g/cm3
PSA 12.47000 LogP 4.91160
Solubility N/A Melting Point N/A
Formula C21H23NO Boiling Point 454.425 °C at 760 mmHg
Molecular Weight 305.42 Flash Point 132.584 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 119356-76-2 (-[2-1-NAPHTHOXY)ETHYL]BENZYLAMINE / 3-(1-NAPHTHOXY)-1-PHENYL PROPYLAMINE) Hazard Symbols N/A
Synonyms

-[2-1-NAPHTHOXY)ETHYL]BENZYLAMINE / 3-(1-NAPHTHOXY)-1-PHENYL PROPYLAMINE;N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine;N,N-diMethyl-3-(naphthalen-1-yloxy)-1-phenylpropan-1-aMine

Article Data 7

N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine Synthetic route

3-((4-bromonaphthalene-1-yl)oxy)-N,N-dimethyl-1-phenyl-prop-1-amine

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
With palladium 10% on activated carbon; acetic acid In methanol98.2%
90-15-3

α-naphthol

936-59-4

3-chloropropiophenone

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 60 - 65℃; for 5h; Reagent/catalyst; Temperature;97.7%
119357-32-3

C21H22ClNO

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
With palladium 10% on activated carbon; acetic acid In methanol94.2%
41198-42-9

3-(naphthalen-1-yloxy)-1-phenylpropan-1-one

124-40-3

dimethyl amine

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
With formic acid at 170 - 180℃; for 18h; Time;88.5%
1445281-20-8

C20H20O4S

124-40-3

dimethyl amine

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran at 0 - 35℃; for 40h;

3-(naphthalen-1-yloxy)-1-phenyl-propan-1-ol

124-40-3

dimethyl amine

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
Stage #1: 3-(naphthalen-1-yloxy)-1-phenyl-propan-1-ol With dmap; methanesulfonyl chloride; triethylamine In tetrahydrofuran at -5 - 0℃;
Stage #2: dimethyl amine In tetrahydrofuran at 0 - 20℃; for 40h;
Stage #3: With sodium hydroxide In tetrahydrofuran; water for 9 - 10h;
3646-50-2

3-Amino-3-phenylpropionic acid

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate; iodine / tetrahydrofuran / 18 h / 66 °C
2.1: 8 h / 95 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 50 °C / Inert atmosphere
3.2: 6 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate / tetrahydrofuran / 0.17 h / Cooling with ice
1.2: 7.5 h / 10 - 65 °C
2.1: water / 10 h / 90 °C / Cooling with ice
3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 60 °C / Cooling with ice
3.2: 9 h / 100 °C
View Scheme
321-38-0

1-Fluoronaphthalene

81402-52-0

3-(dimethylamino)-3-phenylpropan-1-ol

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
Stage #1: 3-(dimethylamino)-3-phenylpropan-1-ol With sodium hydride In N,N-dimethyl-formamide at 50℃; for 1.5h; Inert atmosphere;
Stage #2: 1-Fluoronaphthalene In N,N-dimethyl-formamide at 100℃; for 6h;		38.6 g
Stage #1: 3-(dimethylamino)-3-phenylpropan-1-ol With sodium hydride In N,N-dimethyl-formamide at 60℃; for 1h; Cooling with ice;
Stage #2: 1-Fluoronaphthalene In N,N-dimethyl-formamide at 100℃; for 9h;
100-52-7

benzaldehyde

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ammonium acetate / ethanol / 8 h / 80 °C
2.1: sodium tetrahydroborate; iodine / tetrahydrofuran / 18 h / 66 °C
3.1: 8 h / 95 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 50 °C / Inert atmosphere
4.2: 6 h / 100 °C
View Scheme
Multi-step reaction with 4 steps
1.1: ammonium acetate / ethanol / 6 h / 78 °C
2.1: sodium tetrahydroborate / tetrahydrofuran / 0.17 h / Cooling with ice
2.2: 7.5 h / 10 - 65 °C
3.1: water / 10 h / 90 °C / Cooling with ice
4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 60 °C / Cooling with ice
4.2: 9 h / 100 °C
View Scheme
14593-04-5, 82769-76-4

3-amino-3-phenyl-1-propanol

119356-76-2

N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 8 h / 95 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 50 °C / Inert atmosphere
2.2: 6 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1.1: water / 10 h / 90 °C / Cooling with ice
2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 60 °C / Cooling with ice
2.2: 9 h / 100 °C
View Scheme

N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine Specification

The N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine, with the CAS registry number 119356-76-2, is also known as Benzenemethanamine,N,N-dimethyl-a-[2-(1-naphthalenyloxy)ethyl]-. This chemical's molecular formula is C21H23NO and molecular weight is 305.42. What's more, its systematic name is N,N-Dimethyl-3-(1-naphthyloxy)-1-phenyl-1-propanamine.

Physical properties of N,N-Dimethyl-alpha-[2-(1-naphthalenyloxy)ethyl]benzenemethanamine are: (1)ACD/LogP: 4.279; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.60; (4)ACD/LogD (pH 7.4): 3.26; (5)ACD/BCF (pH 5.5): 2.22; (6)ACD/BCF (pH 7.4): 100.75; (7)ACD/KOC (pH 5.5): 10.71; (8)ACD/KOC (pH 7.4): 485.17; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 12.47 Å2; (13)Index of Refraction: 1.607; (14)Molar Refractivity: 97.517 cm3; (15)Molar Volume: 282.282 cm3; (16)Polarizability: 38.659×10-24cm3; (17)Surface Tension: 43.1 dyne/cm; (18)Density: 1.082 g/cm3; (19)Flash Point: 132.584 °C; (20)Enthalpy of Vaporization: 71.401 kJ/mol; (21)Boiling Point: 454.425 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c2cccc1ccccc12)CCC(c3ccccc3)N(C)C
(2)Std. InChI: InChI=1S/C21H23NO/c1-22(2)20(18-10-4-3-5-11-18)15-16-23-21-14-8-12-17-9-6-7-13-19(17)21/h3-14,20H,15-16H2,1-2H3
(3)Std. InChIKey: USRHYDPUVLEVMC-UHFFFAOYSA-N

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