Product Name

  • Name

    (S)-(-)-1-(1-Naphthyl)ethylamine

  • EINECS 223-425-5
  • CAS No. 10420-89-0
  • Article Data48
  • CAS DataBase
  • Density 1.067
  • Solubility
  • Melting Point
  • Formula C12H13N
  • Boiling Point 289.9 °C at 760 mmHg
  • Molecular Weight 171.242
  • Flash Point 144.3 °C
  • Transport Information
  • Appearance Colorless to light yellow liqui
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 10420-89-0 ((S)-(-)-1-(1-Naphthyl)ethylamine)
  • Hazard Symbols
  • Synonyms 1-Naphthalenemethanamine, alpha-methyl-, (alphaS)-;1-Naphthalenemethanamine, alpha-methyl-, (S)-(-)-;(S)-alpha-Methyl-1-naphthalenemethanamine;[(1S)-1-naphthalen-1-ylethyl]azanium;(1S)-1-naphthalen-1-ylethanamine;(S)-(-)-1-(1-naphthyl) ethylamine;(S)-(-)-1-(1-Naphtyl)Ethylamine;(S)-(-)-alpha-(1-naphthyl)ethylamine;(S)-1-(1-Naphthyl)ethylamine;
  • PSA 26.02000
  • LogP 3.55980

Synthetic route

sodium tetrafluoroborate
13755-29-8

sodium tetrafluoroborate

(-)-(RS)-(η-C5H5)Re(NO)(PPH3)(CONHCH(CH3)C10H7)

(-)-(RS)-(η-C5H5)Re(NO)(PPH3)(CONHCH(CH3)C10H7)

(-)-(R)-[(η-C5H5)Re(NO)(PPh3)(CO)]BF4

(-)-(R)-[(η-C5H5)Re(NO)(PPh3)(CO)]BF4

B

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With CF3COOH In dichloromethane To a soln. of complex in CH2Cl2 was added CF3CO2H, the mixt. was stirred for 10 min (N2 atm.); evapd., extd. with H2O, NaBF4 was added;; ppt. was filtered, recrystd. from CH2Cl2-hexane;;A 98%
B n/a
isopropyl methoxyacetate
17640-21-0

isopropyl methoxyacetate

(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

A

(R)-2-methoxy-N-[1-(naphthalen-1-yl)]acetamide

(R)-2-methoxy-N-[1-(naphthalen-1-yl)]acetamide

B

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With immobilized lipase B from Candida antarctica (Novozyme 435) In diethyl etherA 93%
B 92%
With Novozym 435 at 47℃; Molecular sieve; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;A 48%
B 45%
With Candida antacrtica lipase B at 20℃; Enzymatic reaction; optical yield given as %ee;
(-)-(RS)-(η5-C5Me5)Re(NO)(PPh3)(CONHCH(CH3)C10H7)

(-)-(RS)-(η5-C5Me5)Re(NO)(PPh3)(CONHCH(CH3)C10H7)

(-)-(R)-(η5-C5Me5)Re(NO)(PPh3)(CO)}BF4

(-)-(R)-(η5-C5Me5)Re(NO)(PPh3)(CO)}BF4

B

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With CF3CO2H; NaBF4 In dichloromethane addn. of CF3CO2H to Re complex soln.; stirring, 20 min.; evapn.; dissoln. in methanol; addn. of H2O and solid NaBF4; pptn.; filtration; drying (vac.); recrystn. from CH2Cl2-hexane; filtration; washing with ether; drying under vac.; elem. anal.;A 91%
B 76%
Pyridine-2-sulfonic acid ((S)-1-naphthalen-1-yl-ethyl)-amide
370839-71-7

Pyridine-2-sulfonic acid ((S)-1-naphthalen-1-yl-ethyl)-amide

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With magnesium In methanol at 0℃; for 2h;90%
(S)-Hydroxy-naphthalen-2-yl-acetic acid; compound with (S)-1-naphthalen-1-yl-ethylamine

(S)-Hydroxy-naphthalen-2-yl-acetic acid; compound with (S)-1-naphthalen-1-yl-ethylamine

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With hydrogenchloride In water75%
(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
Stage #1: (RS)-1-(1-naphthyl)ethylamine With (S)-isopropylidene glycerol 3-carboxy-2-naphthoate In methanol at 20℃;
Stage #2: With sulfuric acid In ethyl acetate
A n/a
B 47%
lauric acid
143-07-7

lauric acid

(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-N-lauroyl-α-(1-naphthyl)ethylamine
74496-21-2

(R)-N-lauroyl-α-(1-naphthyl)ethylamine

C

N-((S)-1-(naphthalen-1-yl)ethyl)dodecanamide
61761-45-3

N-((S)-1-(naphthalen-1-yl)ethyl)dodecanamide

Conditions
ConditionsYield
With Candida antarctica lipase B In n-heptane at 80℃; for 25h;A 45%
B n/a
C n/a
Ethyl hexanoate
123-66-0

Ethyl hexanoate

(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

A

Hexanoic acid ((R)-1-naphthalen-1-yl-ethyl)-amide

Hexanoic acid ((R)-1-naphthalen-1-yl-ethyl)-amide

B

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

C

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With Candida antarctica lipase In di-isopropyl ether at 30℃; for 120h;A 42%
B n/a
C n/a
ethyl laurate
106-33-2

ethyl laurate

(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

C

(R)-N-lauroyl-α-(1-naphthyl)ethylamine
74496-21-2

(R)-N-lauroyl-α-(1-naphthyl)ethylamine

Conditions
ConditionsYield
With Candida antarctica lipase In di-isopropyl ether at 30℃; for 120h;A n/a
B n/a
C 37%
(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With D-(+)-camphoric acid
methyl 1-naphthyl ketone O-methyloxime
54279-03-7

methyl 1-naphthyl ketone O-methyloxime

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With (2S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol-borane In tetrahydrofuran at 30℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
dimethyl-(1-naphthalen-1-yl-ethyl)-borane

dimethyl-(1-naphthalen-1-yl-ethyl)-borane

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With hydroxylamine-O-sulfonic acid In tetrahydrofuran for 10h; Substitution; Title compound not separated from byproducts;
(2-Methoxy-6-methyl-phenyl)-((S)-1-naphthalen-1-yl-ethyl)-amine

(2-Methoxy-6-methyl-phenyl)-((S)-1-naphthalen-1-yl-ethyl)-amine

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In methanol; water
(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

ethyl acetate
141-78-6

ethyl acetate

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

C

(1R)-N-acetyl-(1-naphthyl)ethylamine
72407-64-8

(1R)-N-acetyl-(1-naphthyl)ethylamine

D

(S)-N-(1-(naphthalen-1-yl)ethyl)acetamide
82796-68-7

(S)-N-(1-(naphthalen-1-yl)ethyl)acetamide

Conditions
ConditionsYield
With Candida antarctica lipase B at 60℃; Title compound not separated from byproducts;
1'-naphthacetophenone
941-98-0

1'-naphthacetophenone

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
Stage #1: 1'-naphthacetophenone With [((R)-tol-binap)RuCl2(DMF)x]; ammonia; ammonium formate In methanol at 85℃; for 30h; Leuckart-Wallach reaction;
Stage #2: With hydrogenchloride In ethanol for 1h; Heating; Title compound not separated from byproducts;
With pyridoxal 5'-phosphate; isopropylamine In aq. phosphate buffer at 45℃; for 24h; pH=9; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
With pyridoxal 5'-phosphate; isopropylamine In aq. phosphate buffer at 45℃; for 24h; pH=9; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

(1S,2S)-N-acetyl-1,2-bis(trifluoromethanesulfonamido) cyclohexane
498542-91-9

(1S,2S)-N-acetyl-1,2-bis(trifluoromethanesulfonamido) cyclohexane

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

C

(1R)-N-acetyl-(1-naphthyl)ethylamine
72407-64-8

(1R)-N-acetyl-(1-naphthyl)ethylamine

D

(S)-N-(1-(naphthalen-1-yl)ethyl)acetamide
82796-68-7

(S)-N-(1-(naphthalen-1-yl)ethyl)acetamide

Conditions
ConditionsYield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone at -20℃; for 24h; Title compound not separated from byproducts;
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone at -20℃; Product distribution; Further Variations:; Temperatures; Reagents;
N-(1-(1-Naphthyl)ethylidene)2'-methoxy-6'-methylaniline
328309-97-3

N-(1-(1-Naphthyl)ethylidene)2'-methoxy-6'-methylaniline

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chiral 1,1'-bisphosphanoferrocene; H2 / {Ir(cod)Cl}2 / CH2Cl2 / 20 °C / 51714.8 Torr
2: CAN / methanol; H2O
View Scheme
1-(1-naphthalenyl)ethanone oxime
1956-40-7, 100485-51-6, 100485-59-4

1-(1-naphthalenyl)ethanone oxime

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 74.9 percent / H2, conc. ammonia / Raney nickel / aq. ethanol / 24 h / 3040 Torr / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: ammonia; hydrogen / methanol; water / 58 - 62 °C / 2574.5 - 2942.29 Torr
2: ethanol / 0.75 h / 60 - 65 °C / Resolution of racemate
3: ammonia / water; toluene
View Scheme
(Z)-1-(naphthalen-1-yl)ethanone oxime
100485-59-4

(Z)-1-(naphthalen-1-yl)ethanone oxime

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaH / dimethylformamide / 1.) 0 deg C, 1 h, 2.) ambient temp., 5 h
2: (S)-(-)-2-amino-3-methyl-1,1-diphenylbutanol*borane / tetrahydrofuran / 24 h / 30 °C
View Scheme
(1R)‐1‐(naphthalen‐1‐yl)ethyl methanesulfonate
1025949-34-1

(1R)‐1‐(naphthalen‐1‐yl)ethyl methanesulfonate

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With ammonia In toluene at 87℃; under 2250.23 Torr; for 5h;n/a
C3H5ClO2*C12H13N

C3H5ClO2*C12H13N

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With sodium hydroxide In water; toluene pH=> 10;n/a
sodium tetrafluoroborate
13755-29-8

sodium tetrafluoroborate

(+)-(SS)-(η-C5H5)Re(NO)(PPH3)(CONHCH(CH3)C10H7)
82336-31-0

(+)-(SS)-(η-C5H5)Re(NO)(PPH3)(CONHCH(CH3)C10H7)

(+)-(S)-{(η5-C5H5)Re(NO)PPh3(CO)2}BF4

(+)-(S)-{(η5-C5H5)Re(NO)PPh3(CO)2}BF4

B

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With CF3COOH In dichloromethane To a soln. of complex in CH2Cl2 was added CF3CO2H, the mixt. was stirred for 10 min (N2 atm.); evapd., extd. with H2O, NaBF4 was added;; ppt. was filtered, recrystd. from CH2Cl2-hexane;;
(RS)-1-(1-naphthyl)ethylamine
42882-31-5

(RS)-1-(1-naphthyl)ethylamine

A

1'-naphthacetophenone
941-98-0

1'-naphthacetophenone

B

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With D-amino acid oxidase; ATA-117; pyridoxal 5'-phosphate; 2-oxo-propionic acid at 30℃; for 3h; pH=8; Resolution of racemate; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;
1'-naphthacetophenone
941-98-0

1'-naphthacetophenone

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydroxylamine hydrochloride; sodium hydroxide / methanol; water / 20 - 35 °C / pH 6 - 6.5
2: ammonia; hydrogen / methanol; water / 58 - 62 °C / 2574.5 - 2942.29 Torr
3: ethanol / 0.75 h / 60 - 65 °C / Resolution of racemate
4: ammonia / water; toluene
View Scheme
Multi-step reaction with 3 steps
1.1: hydroxylamine hydrochloride; sodium carbonate / ethanol; water / pH 5 / Reflux
2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
2.2: 18 h / 20 °C
3.1: C19H23BNO3(1-)*H(1+); borane-THF / 1,4-dioxane / 72 h / Inert atmosphere
View Scheme
With pyridoxal 5'-phosphate; ω-transaminases from ochrobactrum anthropi mutant W58A; isopropylamine In aq. phosphate buffer; dimethyl sulfoxide at 37℃; under 300 Torr; for 15h; pH=7; Kinetics; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;n/a
With dipotassium hydrogenphosphate; pyridoxal 5'-phosphate In aq. phosphate buffer; dimethyl sulfoxide at 45℃; for 48h; pH=9; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;n/a
With pyridoxal 5'-phosphate; isopropylamine In aq. phosphate buffer at 45℃; for 24h; pH=9; Enzymatic reaction; enantioselective reaction;n/a
(1S)-1-(naphthalen-1-yl)ethanamine (R)-mandelate
1243166-48-4

(1S)-1-(naphthalen-1-yl)ethanamine (R)-mandelate

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With ammonia In water; toluene
C9H11O2PS*C12H13N

C9H11O2PS*C12H13N

A

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

B

(R)-1-(1-Naphthyl)ethylamine
3886-70-2

(R)-1-(1-Naphthyl)ethylamine

Conditions
ConditionsYield
With potassium hydroxide Inert atmosphere;
Phenylselenyl chloride
5707-04-0

Phenylselenyl chloride

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

N-<(S)-1-(1-Naphthyl)-ethyl>benzeneselenamide
101685-18-1

N-<(S)-1-(1-Naphthyl)-ethyl>benzeneselenamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 2h;100%
formaldehyd
50-00-0

formaldehyd

Glyoxal
131543-46-9

Glyoxal

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

1,3-bis[(S)-1-naphthalen-1-yl-propyl]-3H-imidazol-1-ium tetrafluoroborate

1,3-bis[(S)-1-naphthalen-1-yl-propyl]-3H-imidazol-1-ium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: formaldehyd In toluene for 0.5h; cooling;
Stage #2: (S)-1-(1-Naphthyl)ethylamine With tetrafluoroboric acid In water; toluene at 0℃; for 0.25h;
Stage #3: Glyoxal In water; toluene at 20 - 40℃; for 12.5h;
100%
bromobenzene
108-86-1

bromobenzene

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

(S)-N-(1-(1-naphthyl)ethyl)aniline
880647-65-4

(S)-N-(1-(1-naphthyl)ethyl)aniline

Conditions
ConditionsYield
With sodium t-butanolate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0) In toluene at 80℃;100%
With potassium tert-butylate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 80℃; for 12h; Inert atmosphere;97%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

Boc-Arg(MTS)-OH
68262-71-5

Boc-Arg(MTS)-OH

[4-(N'-2,4,6-trimethylphenylsulfonyl-guanidino)-1(S)-(1-naphthalen-1(S)-yl-ethylcarbamoyl)-butyl]-carbamic acid tert-butyl ester
905593-24-0

[4-(N'-2,4,6-trimethylphenylsulfonyl-guanidino)-1(S)-(1-naphthalen-1(S)-yl-ethylcarbamoyl)-butyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 12h;100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane
fac,cis-[(CH3CH2CH2N(CH2CH2PPh2)2)RuCl2(C=C(H)Ph)]

fac,cis-[(CH3CH2CH2N(CH2CH2PPh2)2)RuCl2(C=C(H)Ph)]

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

(S)-(-)-fac,cis-[(CH3CH2CH2N(CH2CH2PPh2)2)RuCl2(=C(NHCH(Me)(1-naphthyl))CH2Ph)]

(S)-(-)-fac,cis-[(CH3CH2CH2N(CH2CH2PPh2)2)RuCl2(=C(NHCH(Me)(1-naphthyl))CH2Ph)]

Conditions
ConditionsYield
In tetrahydrofuran room temp.;100%
In tetrahydrofuran N2-atmosphere; addn. of 3-fold excess of amine to suspension of Ru-complex, stirring (1 h, in dark); evapn., pptn. on addn. of petroleum ether, recrystn. (CH2Cl2:petroleum ether); elem. anal.;90%
(1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid
927679-54-7

(1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

C18H20N2O

C18H20N2O

Conditions
ConditionsYield
Stage #1: (1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid; (S)-1-(1-Naphthyl)ethylamine With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 18h;
Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 4h;
100%
Multi-step reaction with 2 steps
1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C
2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
View Scheme
(2R)-2-tert-butyloxy-4-(9-fluorenylmethoxy)carbonylaminobutyric acid
905857-50-3

(2R)-2-tert-butyloxy-4-(9-fluorenylmethoxy)carbonylaminobutyric acid

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

[3-tert-butoxy-3-(1-naphthalen-1-yl-ethylcarbamoyl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

[3-tert-butoxy-3-(1-naphthalen-1-yl-ethylcarbamoyl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h;99%
(2S)-2-tert-butyloxy-4-(9-fluorenylmethoxy)carbonylaminobutyric acid
905857-46-7

(2S)-2-tert-butyloxy-4-(9-fluorenylmethoxy)carbonylaminobutyric acid

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

[3-tert-butoxy-3-(1-naphthalen-1-yl-ethylcarbamoyl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

[3-tert-butoxy-3-(1-naphthalen-1-yl-ethylcarbamoyl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h;99%
[Co(II)(dimethylglyoxamato)(NO2)(H2O)]

[Co(II)(dimethylglyoxamato)(NO2)(H2O)]

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

bis(dimethylglyoxamato)nitro[S-1-naphthylethylamine]cobalt(III)

bis(dimethylglyoxamato)nitro[S-1-naphthylethylamine]cobalt(III)

Conditions
ConditionsYield
In ethanol 1 equiv. of amine was added to EtOH soln. of Co-complex at 45 °C,30 min; solid was filtered off, further product was recovered after partial evapn. of solvent at room temp.;99%
C17H18O6S2
1082072-42-1

C17H18O6S2

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

C28H27NO3S
1082072-47-6

C28H27NO3S

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 72h;99%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

ortho-diphenylphosphinobenzoic acid
17261-28-8

ortho-diphenylphosphinobenzoic acid

C31H26NOP
573992-51-5

C31H26NOP

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 24℃; for 12h;99%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

5-bromo-2-methoxybenzoic acid
2476-35-9

5-bromo-2-methoxybenzoic acid

C20H18BrNO2

C20H18BrNO2

Conditions
ConditionsYield
Stage #1: 5-bromo-2-methoxybenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;
Stage #2: (S)-1-(1-Naphthyl)ethylamine With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;
99%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

(S)-(-)-1-(1-naphthyl)ethylamine sulfonyl fluoride

(S)-(-)-1-(1-naphthyl)ethylamine sulfonyl fluoride

Conditions
ConditionsYield
With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile at 0 - 20℃; for 4h;99%
With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile at 20℃; for 2h; Cooling with ice;99%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

(S)-N-(1-(naphthalen-1-yl)ethyl)benzenesulfonamide

(S)-N-(1-(naphthalen-1-yl)ethyl)benzenesulfonamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.08333h;99%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

2-{1-[(E)-(S)-1-Naphthalen-1-yl-ethylimino]-ethyl}-phenol
77383-02-9

2-{1-[(E)-(S)-1-Naphthalen-1-yl-ethylimino]-ethyl}-phenol

Conditions
ConditionsYield
With dibutyltin diacetate In toluene for 96h; Reflux; Inert atmosphere;98%
With toluene-4-sulfonic acid In benzene for 24h; Heating;
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

3-acetamino-3-methyltridecanoic acid
648908-35-4

3-acetamino-3-methyltridecanoic acid

(S)-3-acetamino-3-methyltridecanoic acid N-{1-(1-naphthyl)ethyl}amide

(S)-3-acetamino-3-methyltridecanoic acid N-{1-(1-naphthyl)ethyl}amide

Conditions
ConditionsYield
Stage #1: 3-acetamino-3-methyltridecanoic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 1h;
Stage #2: (S)-1-(1-Naphthyl)ethylamine In dichloromethane for 3h;
98%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

N-methyl-2-imidazolcarboxaldehyde
13750-81-7

N-methyl-2-imidazolcarboxaldehyde

(S)-[(1-methyl-1H-imidazol-2-ylmethylene)-(1-(1-naphthyl)-ethanamine)]

(S)-[(1-methyl-1H-imidazol-2-ylmethylene)-(1-(1-naphthyl)-ethanamine)]

Conditions
ConditionsYield
With magnesium sulfate In chloroform for 24h; Inert atmosphere; Reflux;98%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

C11H16O3

C11H16O3

C9H12O3*C12H13N

C9H12O3*C12H13N

Conditions
ConditionsYield
Stage #1: C11H16O3 With triethylsilane; Wilkinson's catalyst In toluene at 20℃; Inert atmosphere;
Stage #2: With sodium hydroxide In methanol; water at 70℃; for 1h;
Stage #3: (S)-1-(1-Naphthyl)ethylamine In ethanol for 2h;
98%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one
1450657-28-9

1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one

(1S)-N-1-(naphthyl)ethyl-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonyl-vinylamine

(1S)-N-1-(naphthyl)ethyl-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonyl-vinylamine

Conditions
ConditionsYield
Stage #1: 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethan-1-one With toluene-4-sulfonic acid In ethanol at 5 - 15℃; Inert atmosphere;
Stage #2: (S)-1-(1-Naphthyl)ethylamine In ethanol at 10℃; Inert atmosphere;
97.7%
m-bromobenzoic acid
585-76-2

m-bromobenzoic acid

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

C19H16BrNO
1325230-19-0

C19H16BrNO

Conditions
ConditionsYield
Stage #1: m-bromobenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1h;
Stage #2: (S)-1-(1-Naphthyl)ethylamine With pyridine In dichloromethane at 0 - 20℃; for 2h;
97%
1-(3-iodopropyl)-3-(trifluoromethyl)benzene
566938-58-7

1-(3-iodopropyl)-3-(trifluoromethyl)benzene

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

(S)-N-(1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine

(S)-N-(1-(naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 70℃; for 12h;97%
With potassium carbonate In acetonitrile95%
Glyoxal
131543-46-9

Glyoxal

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

N,N'-bis[(S)-1-naphthyl-ethyl]ethanediimine
141734-24-9

N,N'-bis[(S)-1-naphthyl-ethyl]ethanediimine

Conditions
ConditionsYield
With formic acid; magnesium sulfate In dichloromethane; water at 20℃; for 16h;96%
With formic acid; magnesium sulfate In dichloromethane at 20℃; for 5h;
carbon disulfide
75-15-0

carbon disulfide

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

(S,S)-N,N'-bis[1-(1-naphthyl)ethyl]thiourea

(S,S)-N,N'-bis[1-(1-naphthyl)ethyl]thiourea

Conditions
ConditionsYield
at 48℃;96%
2-Chloroquinoline
612-62-4

2-Chloroquinoline

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

C21H18N2
927706-66-9

C21H18N2

Conditions
ConditionsYield
With sodium t-butanolate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride In 1,2-dimethoxyethane at 50℃; for 48h; Product distribution / selectivity; Buchwald-Hartwig Reaction;96%
3-chloroquinoline
612-59-9

3-chloroquinoline

(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

(S)-N-(1-(naphthalene-1-yl)ethyl)isoquinolin-3-amine
1033752-68-9

(S)-N-(1-(naphthalene-1-yl)ethyl)isoquinolin-3-amine

Conditions
ConditionsYield
With [(1,3-(2,6-diisopropylphenyl)imidazol-2-ylidene)(3-chloropyridyl)palladium(II) dichloride]; caesium carbonate In 1,2-dimethoxyethane at 80℃; for 24h; Buchwald-Hartwig amination; Inert atmosphere;96%
(S)-1-(1-Naphthyl)ethylamine
10420-89-0

(S)-1-(1-Naphthyl)ethylamine

C26H28BrN3O3
1451270-92-0

C26H28BrN3O3

C38H40N4O3
1451271-13-8

C38H40N4O3

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;96%

(S)-(-)-1-(1-Naphthyl)ethylamine Chemical Properties


IUPAC Name: 1-Naphthalen-1-ylethanamine
Empirical Formula: C12H13N
Molecular Weight: 171.2383 g/mol
Index of Refraction: 1.629
Density: 1.064 g/cm3
Flash Point: 144.3 °C
Storage tempreture: 2-8 °C
Sensitive: Air sensitive
alpha: -60 °(c=2, MeOH)
Appearance: Colorless to light yellow liqui
Enthalpy of Vaporization: 52.92 kJ/mol
Boiling Point: 289.9 °C at 760 mmHg
Vapour Pressure: 0.00214 mmHg at 25 °C                       
Product Category of (S)-(-)-1-(1-Naphthyl)ethylamine (CAS NO.10420-89-0): Amines (Chiral); Analytical Chemistry; Chiral Building Blocks; Enantiomer Excess & Absolute Configuration Determination; Optical Resolution; Synthetic Organic Chemistry; Miscellaneous

(S)-(-)-1-(1-Naphthyl)ethylamine Toxicity Data With Reference

 (S)-(-)-1-(1-Naphthyl)ethylamine (CAS NO.10420-89-0) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65.

(S)-(-)-1-(1-Naphthyl)ethylamine Safety Profile

Safety Information of (S)-(-)-1-(1-Naphthyl)ethylamine (CAS NO.10420-89-0):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.

(S)-(-)-1-(1-Naphthyl)ethylamine Specification

 (S)-(-)-1-(1-Naphthyl)ethylamine , its cas register number is 10420-89-0. It also can be called (S)-(-)-alpha-(1-Naphthyl)ethylamine ; and 1-(1-Naphthyl)ethylamine . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. While, it's inhaled: Remove from exposure and move to fresh air immediately. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately.
In addition, (S)-(-)-1-(1-Naphthyl)ethylamine (CAS NO.10420-89-0) could be stable under normal temperatures and pressures. It is not compatible with incompatible materials, acids, acid chlorides, acid anhydrides, chloroformates, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases.

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