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4442-85-7

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4442-85-7 Usage

Uses

In the resolution system of (RS)-1-cyclohexylethylamine (CHEA) with (S)-mandelic acid (MA), the DCR (dielectrically controlled resolution) phenomenon was clearly observed.

Check Digit Verification of cas no

The CAS Registry Mumber 4442-85-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,4 and 2 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4442-85:
(6*4)+(5*4)+(4*4)+(3*2)+(2*8)+(1*5)=87
87 % 10 = 7
So 4442-85-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H17N/c9-7-6-8-4-2-1-3-5-8/h8H,1-7,9H2

4442-85-7 Well-known Company Product Price

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  • Alfa Aesar

  • (H27987)  2-Cyclohexylethylamine, 97%   

  • 4442-85-7

  • 1g

  • 1139.0CNY

  • Detail
  • Alfa Aesar

  • (H27987)  2-Cyclohexylethylamine, 97%   

  • 4442-85-7

  • 5g

  • 3700.0CNY

  • Detail

4442-85-7Synthetic route

vinylcyclohexane
695-12-5

vinylcyclohexane

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
Stage #1: vinylcyclohexane With Schwartz's reagent In tetrahydrofuran at 25℃;
Stage #2: With hydroxylamine-O-sulfonic acid In tetrahydrofuran at 25℃; for 0.5h;
71%
2-(1-cyclohexenyl)ethylamine
3399-73-3

2-(1-cyclohexenyl)ethylamine

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol under 10 - 15 Torr; for 10h; Ambient temperature;70%
With hydrogen In methanol at 20℃; under 760.051 Torr; for 1.5h;
(1-cyanocyclohexyl)acetonitrile
4172-99-0

(1-cyanocyclohexyl)acetonitrile

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 0.25h; Heating;32%
tyrosamine
51-67-2

tyrosamine

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
Hydrogenation;
tyrosamine
51-67-2

tyrosamine

A

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

B

4-(2-aminoethyl)cyclohexan-1-ol
148356-06-3

4-(2-aminoethyl)cyclohexan-1-ol

Conditions
ConditionsYield
With hydrogenchloride; platinum Hydrogenation;
1-bromo-2-cyclohexylethane
1647-26-3

1-bromo-2-cyclohexylethane

potassium phtalimide
1074-82-4

potassium phtalimide

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
at 250℃; beim Erhitzen des Reaktionsprodukts mit wss. Kalilauge und anschliessend mit wss. Salzsaeure;
hydrochloride of β-phenethylamine

hydrochloride of β-phenethylamine

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
With water; platinum at 25℃;
tyramine-methyl ether

tyramine-methyl ether

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
Hydrogenation;
1-cyclohexenylacetonitrile
6975-71-9

1-cyclohexenylacetonitrile

A

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

B

2-(1-cyclohexenyl)ethylamine
3399-73-3

2-(1-cyclohexenyl)ethylamine

Conditions
ConditionsYield
With ammonia; hydrogen; chromium; cobalt; iron; nickel In methanol at 100℃; under 60004.8 Torr;
1-cyclohexenylacetonitrile
6975-71-9

1-cyclohexenylacetonitrile

A

2-cyclohexylideneacetonitrile
4435-18-1, 76293-17-9

2-cyclohexylideneacetonitrile

B

2-cyclohexylacetonitrile
4435-14-7

2-cyclohexylacetonitrile

C

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

D

2-(1-cyclohexenyl)ethylamine
3399-73-3

2-(1-cyclohexenyl)ethylamine

Conditions
ConditionsYield
With Raney Co; ammonia; hydrogen In methanol at 100℃; under 60004.8 Torr; Product distribution; Further Variations:; Reagents;
nitrostyrene
5153-67-3

nitrostyrene

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium; acetic acid; sulfuric acid / Hydrogenation
2: palladium; acetic acid; perchloric acid / 95 °C / Hydrogenation
View Scheme
4-ethenylcyclohexene
100-40-3

4-ethenylcyclohexene

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NO, O2 / pentane; diethyl ether
2: H2 / Raney-Ni / ethanol
View Scheme
Cyclohexylacetic acid
5292-21-7

Cyclohexylacetic acid

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 25 °C
2: ammonia / tetrahydrofuran; water / 0 - 25 °C
3: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 - 25 °C / Inert atmosphere; Schlenk technique
View Scheme
Multi-step reaction with 3 steps
1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C
2: ammonium hydroxide / tetrahydrofuran / 0 - 20 °C
3: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
View Scheme
cyclohexylacetic acid chloride
23860-35-7

cyclohexylacetic acid chloride

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonia / tetrahydrofuran; water / 0 - 25 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 - 25 °C / Inert atmosphere; Schlenk technique
View Scheme
Multi-step reaction with 2 steps
1: ammonium hydroxide / tetrahydrofuran / 0 - 20 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
View Scheme
2-(cyclohexyl)ethylamide
1503-87-3

2-(cyclohexyl)ethylamide

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 25℃; for 12h; Inert atmosphere; Schlenk technique;
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;
2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

3-phenylpropylisocyanate
68664-23-3

3-phenylpropylisocyanate

1-(2-cyclohexylethyl)-3-(3-phenylpropyl)urea

1-(2-cyclohexylethyl)-3-(3-phenylpropyl)urea

Conditions
ConditionsYield
In acetonitrile at 20℃; for 8h;98%
2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

4-methoxy-phenyl-sulphonyl chloride
98-68-0

4-methoxy-phenyl-sulphonyl chloride

N-2-Cyclohexylethyl-p-methoxybenzenesulfonamide
216235-70-0

N-2-Cyclohexylethyl-p-methoxybenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h; Sealed tube;95%
With triethylamine In chloroform 1.) RT, 1 h, 2.) reflux, 1 h;
furfural
98-01-1

furfural

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

C13H25NO

C13H25NO

Conditions
ConditionsYield
With Pd/Al2O3; hydrogen In ethanol at 25℃; under 750.075 Torr; for 12h;93%
2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-(2-cyclohexylethyl)-2,2,2-trifluoroacetamide

N-(2-cyclohexylethyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere; Cooling with ice;92%
4-tert-butylbenzenesulfonyl chloride
15084-51-2

4-tert-butylbenzenesulfonyl chloride

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

4-(tert-butyl)-N-(2-cyclohexylethyl)benzenesulfonamide

4-(tert-butyl)-N-(2-cyclohexylethyl)benzenesulfonamide

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 1h; Sealed tube;91%
3-bromobenzoyl chloride
1711-09-7

3-bromobenzoyl chloride

2-cyclohexylethylamine
4442-85-7

2-cyclohexylethylamine

3-bromo-N-(2-cyclohexylethyl)benzamide

3-bromo-N-(2-cyclohexylethyl)benzamide

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 0 - 20℃; for 18h; Inert atmosphere;90%

4442-85-7Relevant articles and documents

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong

, p. 2059 - 2067 (2021/09/02)

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Efficient preparation and application of monodisperse palladium loaded graphene oxide as a reusable and effective heterogeneous catalyst for suzuki cross-coupling reaction

Diler, Fatma,Burhan, Hakan,Genc, Hayriye,Kuyuldar, Esra,Zengin, Mustafa,Cellat, Kemal,Sen, Fatih

, (2019/11/29)

A homogeneously dispersed graphene oxide supported palladium nanomaterial (Pd?GO) has been successfully synthesized and used as a catalyst in cross-coupling reactions at room temperature. Various analytical techniques such as X-ray Diffraction (XRD), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM), high-resolution transmission electron microscopy (HR-TEM) were used to characterize the monodisperse Pd?GO. Monodisperse Pd?GO nanomaterials were used for the cross-coupling reactions which brought together organic molecules with functional significance. This catalyst showed superior catalytic activity and stability for these coupling reactions. High product yields, short reaction times and mild reaction conditions, obtained by the using of developed catalysts. Importantly, the catalyst can be used at least five experiments successfully without losing its efficiency.

One-pot anti-markovnikov hydroamination of unactivated alkenes by hydrozirconation and amination

Strom, Alexandra E.,Hartwig, John F.

, p. 8909 - 8914 (2013/09/24)

A one-pot anti-Markovnikov hydroamination of alkenes is reported. The synthesis of primary and secondary amines from unactivated olefins was accomplished in the presence of a variety of functional groups. Hydrozirconation, followed by amination with nitrogen electrophiles, provides exclusive anti-Markovnikov selectivity. Most products are isolated in high yields without the use of column chromatography.

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