1-Methyl-2-pyrrolidineethanol Chemical Properties

Boiling point:

110-112 °C14 mm Hg(lit.)

Density 

0.951 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.4713(lit.)

Flash point:

184 °F

storage temp. 

2-8°C(protect from light)

form 

clear liquid

pka

15.03±0.10(Predicted)

color 

Colorless to Red to Green

InChI

InChI=1S/C7H15NO/c1-8-5-2-3-7(8)4-6-9/h7,9H,2-6H2,1H3

InChIKey

FYVMBPXFPFAECB-UHFFFAOYSA-N

SMILES

N1(C)CCCC1CCO

CAS DataBase Reference

67004-64-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-38-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

29339900

MSDS

• Language:English Provider:1-Methyl-2-pyrrolidineethanol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

1-Methyl-2-pyrrolidineethanol Usage And Synthesis

Chemical Properties

clear yellow to brownish liquid

Uses

2-(2-Hydroxyethyl)-1-methylpyrrolidine BP Reference standard, intended for use in laboratory tests only as specifically prescribed in the British Pharmacopoeia.
Also used in monographs such as:

General Description

1-Methyl-2-pyrrolidine ethanol is an important pharmaceutical intermediate.

Synthesis

The general procedure for the synthesis of N-methyl-2-(2-hydroxyethyl)pyrrolidine from methyl 1-methylpyrrolidine-2-acetate was as follows: 5.0 g of intermediate 2 was weighed and placed in a round-bottomed flask, and 50 mL of methanol was added to dissolve it. Subsequently, 2.0 g NaBH4 was slowly added to the reaction system, heated to reflux and kept for 12 hours. After completion of the reaction, methanol was removed by rotary evaporation under reduced pressure. To the residue, 50 mL of ethyl acetate (EA) and 50 mL of water were added, transferred to a dispensing funnel, and the organic layer was separated by sufficiently shaking and standing to separate the layers. The organic layer was washed with saturated saline and dried with anhydrous sodium sulfate. After filtration to remove the desiccant, the organic solvent was concentrated under reduced pressure to obtain 3.5 g of the target product N-methyl-2-(2-hydroxyethyl)pyrrolidine in the form of a colorless liquid.

References

[1] Patent: KR2016/141950, 2016, A. Location in patent: Paragraph 0037

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