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(S)-2-(Aminomethyl)-1-ethylpyrrolidine

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Name

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

EINECS 607-160-6
CAS No. 22795-99-9 Density 0.902 g/cm3
PSA 29.26000 LogP 1.06760
Solubility Soluble in chloroform, methanol. Slightly soluble in water. Melting Point N/A
Formula C7H16N2 Boiling Point 161.9 °C at 760 mmHg
Molecular Weight 128.217 Flash Point 60.6 °C
Transport Information UN 1993 3/PG 3 Appearance Clear colorless to faintly yellow liquid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 22795-99-9 ((S)-2-(Aminomethyl)-1-ethylpyrrolidine) Hazard Symbols IrritantXi
Synonyms

2-Pyrrolidinemethanamine,1-ethyl-, (S)-;Pyrrolidine, 2-(aminomethyl)-1-ethyl-, (-)- (8CI);(-)-(S)-2-(Aminomethyl)-1-ethylpyrrolidine;(-)-2-(Aminomethyl)-1-ethylpyrrolidine;(S)-(-)-1-Ethyl-2-pyrrolidinemethanamine;(S)-(1-Ethylpyrrolidin-2-yl)methanamine;S-(-)-2-(Aminomethyl)-N-ethylpyrrolidine;[[(2S)-1-Ethylpyrrolidin-2-yl]methyl]amine;S-(-)N-ethyl-2-aminomethylpyrrolidine;

Article Data 6

(S)-2-(Aminomethyl)-1-ethylpyrrolidine Synthetic route

66158-71-2

(S)-1-acetyl-2-(azidomethyl)pyrrolidine

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 8h;75%
114812-34-9

(-)-(S)-1-ethyl-2-pyrrolidinecarboxamide

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Heating;69%
With lithium aluminium tetrahydride In tetrahydrofuran Inert atmosphere;
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 19.5h; Inert atmosphere; Reflux;
938-54-5

1-ethyl-pyrrolidine-2-carboxylic acid ethyl ester

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 88 percent / liquid NH3, molecular sieves 3A / methanol / 20 h / 50 °C
2: 69 percent / LiAlH4 / tetrahydrofuran / Heating
View Scheme
147-85-3

L-proline

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 71 percent / K2CO3 / dimethylformamide / 3 h / Ambient temperature
2: 88 percent / liquid NH3, molecular sieves 3A / methanol / 20 h / 50 °C
3: 69 percent / LiAlH4 / tetrahydrofuran / Heating
View Scheme
66158-68-7

(S)-1-(2-(hydroxymethyl) pyrrolidin-1-yl)ethanone

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 79 percent / SOCl2 / CHCl3 / 4.5 h / 0 °C
2: 87 percent / NaN3, KI / dimethylformamide / 8 h
3: 75 percent / LiAlH4 / diethyl ether / 8 h
View Scheme
66158-70-1

(S)-1-acetyl-2-(chloromethyl)pyrrolidine

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / NaN3, KI / dimethylformamide / 8 h
2: 75 percent / LiAlH4 / diethyl ether / 8 h
View Scheme
23356-96-9

(S)-1-Pyrrolidin-2-yl-methanol

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / K2CO3 / CH2Cl2 / 1.5 h
2: 79 percent / SOCl2 / CHCl3 / 4.5 h / 0 °C
3: 87 percent / NaN3, KI / dimethylformamide / 8 h
4: 75 percent / LiAlH4 / diethyl ether / 8 h
View Scheme
7531-52-4

L-prolinamide

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / N,N-dimethyl-formamide / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / 19.5 h / 20 °C / Inert atmosphere; Reflux
View Scheme

C19H23NO8S2

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Acidic conditions
2: hydrazine; zinc / 1,4-dioxane / 12 h / 20 °C / Large scale
View Scheme

(S)-1-ethyl-2-nitromethylpyrrolidine

22795-99-9

(S)-2-(Aminomethyl)-1-ethylpyrrolidine

Conditions
ConditionsYield
With hydrazine; zinc In 1,4-dioxane at 20℃; for 12h; Reagent/catalyst; Large scale;1014 g

(S)-2-(Aminomethyl)-1-ethylpyrrolidine Chemical Properties

Structure of 2-Pyrrolidinemethanamine,1-ethyl-, (2S)- (CAS NO.22795-99-9):

Empirical Formula: C7H16N2
Molecular Weight: 128.2153 
Index of Refraction: 1.468
Molar Refractivity: 39.56 cm3
Molar Volume: 142 cm3
Polarizability: 15.68×10-24cm3
Surface Tension: 30.8 dyne/cm
Density: 0.902 g/cm3
Flash Point: 60.6 °C
Enthalpy of Vaporization: 39.85 kJ/mol
Boiling Point: 161.9 °C at 760 mmHg
Vapour Pressure: 2.22 mmHg at 25°C 
Physical Appearance: Clear colorless to faintly yellow liquid
Product Categories: API intermediates;Glycidyl Compounds, etc. (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Building Blocks;Heterocyclic Building Blocks;Pyrrolidines

(S)-2-(Aminomethyl)-1-ethylpyrrolidine Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39 
R26:Very toxic by inhalation. 
R36:Irritating to eyes. 
R37:Irritating to respiratory system 
R39:Danger of very serious irreversible effects.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3

(S)-2-(Aminomethyl)-1-ethylpyrrolidine Specification

 2-Pyrrolidinemethanamine,1-ethyl-, (2S)- , its cas register number is 22795-99-9. It also can be called -[(2S)-1-Ethyl-2-pyrrolidinyl]methanamine ; 1-[(2S)-1-Ethylpyrrolidin-2-yl]methanamin ; (S)-(-)-2-Aminomethyl-1-ethylpyrrolidine ; [(2S)-1-Ethylpyrrolidin-2-Yl]Methanamine ; 1-(1-Ethylpyrrolidin-2-yl)methanamine .

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