1-Methylpyrrolidine-2-methanol Chemical Properties

Boiling point:

67-68 °C(Press: 12 Torr)

Density 

0.973±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

solid

pka

14.77±0.10(Predicted)

Appearance

Colorless to light yellow Liquid

InChI

1S/C6H13NO/c1-7-4-2-3-6(7)5-8/h6,8H,2-5H2,1H3

InChIKey

VCOJPHPOVDIRJK-UHFFFAOYSA-N

SMILES

CN1CCCC1CO

CAS DataBase Reference

3554-65-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

WGK 3

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral

1-Methylpyrrolidine-2-methanol Usage And Synthesis

Definition

ChEBI: 1-Methylpyrrolidine-2-methanol is a N-alkylpyrrolidine.

Synthesis

a) A mixture of (RS)-pyrrolidin-2-ylmethanol (1.00 g, 9.90 mmol, 1.0 eq.), 35% aqueous formaldehyde (10 mL) and 10% (1-methylpyrrolidin-2-yl)methanol was reacted with Pd/C (200 mg) for 18 hours with stirring under hydrogen atmosphere. Upon completion of the reaction, the mixture was filtered through a pad of diatomaceous earth and the filtrate was concentrated under reduced pressure and subsequently purified by silica gel column chromatography (eluent: 20% methanol/chloroform) to give a colorless liquid product (650 mg, 56% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 3.65 (dd, J = 10.0, 3.6 Hz, 1H), 3.43 (dd, J = 10.8, 2.0 Hz, 1H), 3.10-3.05 (m, 1H), 2.40-2.35 (m, 1H), 2.33 (s, 3H), 2.32-2.25 (m , 1H), 1.93-1.68 (m, 4H); mass spectrum (APCI+): m/z 116 [M + H]+.

References

[1] Patent: WO2012/127212, 2012, A1. Location in patent: Page/Page column 101

1-Methylpyrrolidine-2-methanol(3554-65-2)Related Product Information

• (S)-1-METHYLPYRROLIDINE-2-METHANOL,(S)-(-)-1-METHYLPYRROLIDINE-2-METHANOL,(S)-methylpyrrolidine-2-methanol
• (2R)-α,α-Diphenyl-1-methylpyrrolidine-2-methanol
• 1-Methylpyrrolidine