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1-[2-Amino-1-(4-methoxyphenyl)-ethyl]-cyclohexanol hydrochloride
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Name

1-[2-Amino-1-(4-methoxyphenyl)-ethyl]-cyclohexanol hydrochloride

 EINECS 603-392-7
CAS No. 130198-05-9 Density N/A
PSA 55.48000 LogP 3.93500
Solubility N/A Melting Point 172-180 °C
Formula C15H24ClNO2 Boiling Point 394.6 °C at 760 mmHg
Molecular Weight 285.814 Flash Point 192.5 °C
Transport Information N/A Appearance White crystalline powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 130198-05-9 (1-[2-Amino-1-(4-methoxyphenyl)-ethyl]-cyclohexanol hydrochloride) Hazard Symbols N/A
Synonyms

Cyclohexanol,1-[2-amino-1-(4-methoxyphenyl)ethyl]-, hydrochloride (9CI);Cyclohexanol,1-[2-amino-1-(4-methoxyphenyl)ethyl]-, hydrochloride, (?à)-;1-[2-Amino-1-(p-methoxyphenyl)ethyl]cyclohexanol hydrochloride;N,N-Didesmethylvenlafaxine Hydrochloride;(1-[2-amlno-1-(4-methoxyphenyl)ethyl]cyciohexanol);1-[2-Amino-1-(4-Methyoxyphenyl)ethyl] Cyclohexanol.HCL;

Article Data 9

1-[2-Amino-1-(4-methoxyphenyl)-ethyl]-cyclohexanol hydrochloride Synthetic route

93413-76-4

1-[cyano(4-methoxyphenyl)methyl]cyclohexanol

130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

Conditions
ConditionsYield
Stage #1: 1-[cyano(4-methoxyphenyl)methyl]cyclohexanol With dimethylsulfide borane complex In dichloromethane at 85℃; for 2h;
Stage #2: With hydrogenchloride In dichloromethane; water Reagent/catalyst; Solvent; Temperature;		97.5%
With hydrogenchloride; hydrogen In 1,4-dioxane; ethanol at 60℃; under 2625.26 Torr; for 18h; Flow reactor;93%
With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol; ethanol at 20℃; under 2625.26 Torr; for 6h; Product distribution / selectivity;91%
93413-77-5, 272788-06-4, 273720-73-3

N,N-didesmethylvenlafaxine

130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate; isopropyl alcohol at 5 - 10℃; for 0.666667 - 1h; Product distribution / selectivity;75%
With hydrogenchloride In tert-butyl methyl ether at 0℃; for 0.25h;52.3%
isopropanolic HCl

isopropanolic HCl

93413-76-4

1-[cyano(4-methoxyphenyl)methyl]cyclohexanol

130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

Conditions
ConditionsYield
With ammonium hydroxide; aluminum nickel In methanol; ethyl acetate
108-94-1

cyclohexanone

130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 - -65 °C
1.2: 2 h / -78 - -65 °C
2.1: cobalt(II) chloride; sodium tetrahydroborate / methanol / 2 h / 20 - 35 °C
3.1: hydrogenchloride / tert-butyl methyl ether / 0.25 h / 0 °C
View Scheme
104-47-2

p-methoxybenzylnitrile

130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 - -65 °C
1.2: 2 h / -78 - -65 °C
2.1: cobalt(II) chloride; sodium tetrahydroborate / methanol / 2 h / 20 - 35 °C
3.1: hydrogenchloride / tert-butyl methyl ether / 0.25 h / 0 °C
View Scheme
130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

149289-29-2

N,N-Didesmethyldesvenlafaxine

Conditions
ConditionsYield
Stage #1: 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With sodium sulfide hydrate In 1-methyl-pyrrolidin-2-one at 20 - 185℃;
Stage #2: With succinic acid In 1-methyl-pyrrolidin-2-one; water at 10 - 90℃; pH=10 - 11;		91%
Stage #1: 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With sodium sulfide In 1-methyl-pyrrolidin-2-one at 185℃; for 8h;
Stage #2: With succinic acid In 1-methyl-pyrrolidin-2-one; water at 25 - 90℃; Product distribution / selectivity;		80%
With potassium carbonate; thiophenol In 1-methyl-pyrrolidin-2-one at 210℃; for 5.5h;
50-00-0

formaldehyd

64-18-6

formic acid

130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

93413-69-5

1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexanol

Conditions
ConditionsYield
With sodium hydroxide In water for 20 - 24h; Product distribution / selectivity; Heating / reflux;64.56%
130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

93413-69-5

1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexanol

Conditions
ConditionsYield
Stage #1: 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With sodium hydroxide; formaldehyd; formic acid In water at 20℃; for 5h; Heating / reflux;
Stage #2: With sodium hydroxide In water at 20℃; pH=12;
Stage #1: 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With formaldehyd; formic acid; triethylamine In water at 20℃; for 0.25h;
Stage #2: With sodium hydroxide In water at 15 - 20℃; pH=10 - 11; Product distribution / selectivity;
50-00-0

formaldehyd

130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

99300-78-4

venlafaxine hydrochloride

Conditions
ConditionsYield
Stage #1: formaldehyd; 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With formic acid In water at 97 - 99℃; for 16h;
Stage #2: With hydrogenchloride In isopropyl alcohol at 10℃; for 1 - 2h; pH=2.0;
130198-05-9

1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride

99300-78-4

venlafaxine hydrochloride

Conditions
ConditionsYield
Stage #1: 1-[2-amino-1-(4-methoxyphenyl)ethyl]cyclohexanol hydrochloride With formic acid; hexamethylenetetramine In water at 20 - 102℃; for 0.25h;
Stage #2: With sodium hydroxide In water at 15 - 20℃; pH=10 - 11; Product distribution / selectivity;

1-[2-Amino-1-(4-methoxyphenyl)-ethyl]-cyclohexanol hydrochloride Chemical Properties

Structure of 1-[2-Amino-1-(4-methoxyphenyl)-ethyl]-cyclohexanol hydrochloride (CAS NO.130198-05-9):

Empirical Formula: C15H24ClNO2
Molecular Weight: 285.8096 
Flash Point: 192.5 °C
Enthalpy of Vaporization: 67.99 kJ/mol 
Melting Point: 172-180°C
Boiling Point: 394.6 °C at 760 mmHg
Vapour Pressure: 6.19E-07 mmHg at 25°C 
Product Categories: Medicine intermediate;(intermediate of venlafaxine) 
Synonyms of 1-[2-Amino-1-(4-methoxyphenyl)-ethyl]-cyclohexanol hydrochloride (CAS NO.130198-05-9):

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