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2-(Hydroxymethyl)pyrrolidine

CAS No.
498-63-5
Chemical Name:
2-(Hydroxymethyl)pyrrolidine
Synonyms
prolinol;2-Pyrrolidinemethanol;Pyrrolidine, 2-(hydroxymethyl)-;NSC 367102;rac-Prolinol;DL-Prolinol>Pyrrolidine-2-methanol;2-Pyrrolidinylmethanol;2-(Hydroxymethyl)pyrrolidine;pyrrolidin-2-ylmethanol(SALTDATA: FREE)
CBNumber:
CB41370586
Molecular Formula:
C5H11NO
Molecular Weight:
101.15
MDL Number:
MFCD00601073
MOL File:
498-63-5.mol
MSDS File:
SDS
Last updated:2026-01-13 11:19:19
Product description Number Pack Size Price
2-Pyrrolidinylmethanol AldrichCPR CDS000339 500mg $73.1
DL-Prolinol >95.0%(GC)(T) P1793 5g $112
DL-Prolinol >95.0%(GC)(T) P1793 25g $382
rac-Prolinol P756010 10g $1100
DL-Prolinol W6534 500g $1174
More product size

2-(Hydroxymethyl)pyrrolidine Properties

Boiling point 98 °C / 14mmHg
Density 1.04
refractive index 1.4840
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in ethanol.
form clear liquid
pka 14.77±0.10(Predicted)
color Colorless to Light orange to Yellow
optical activity Consistent with structure
InChI 1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2
InChIKey HVVNJUAVDAZWCB-UHFFFAOYSA-N
SMILES OCC1CCCN1
FDA UNII KFG8AY86W5
UNSPSC Code 12352200

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
target organs Respiratory system
WGK Germany  WGK 3
HS Code  2933998090
Storage Class 10 - Combustible liquids
Hazard Classifications Acute Tox. 4 Oral
Eye Dam. 1
STOT SE 3
NFPA 704
1
2 0

2-(Hydroxymethyl)pyrrolidine price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich CDS000339 2-Pyrrolidinylmethanol AldrichCPR 498-63-5 500mg $73.1 2025-07-31 Buy
TCI Chemical P1793 DL-Prolinol >95.0%(GC)(T) 498-63-5 5g $112 2025-07-31 Buy
TCI Chemical P1793 DL-Prolinol >95.0%(GC)(T) 498-63-5 25g $382 2025-07-31 Buy
TRC P756010 rac-Prolinol 498-63-5 10g $1100 2021-12-16 Buy
AK Scientific W6534 DL-Prolinol 498-63-5 500g $1174 2021-12-16 Buy
Product number Packaging Price Buy
CDS000339 500mg $73.1 Buy
P1793 5g $112 Buy
P1793 25g $382 Buy
P756010 10g $1100 Buy
W6534 500g $1174 Buy

2-(Hydroxymethyl)pyrrolidine Chemical Properties,Uses,Production

Uses

2-(Hydroxymethyl)pyrrolidine is an intermediate in the synthesis of Physostigmine and Physostigmine derivative used for treatment of Alzheimer's disease.

Uses

rac-Prolinol is an intermediate in the synthesis of Physostigmine and Physostigmine derivative used for treatment of Alzheimer''s disease.

Definition

2-(Hydroxymethyl)pyrrolidine is an amino alcohol formed by reduction of the amino acid proline.

Synthesis

DL-Proline

609-36-9

2-(Hydroxymethyl)pyrrolidine

498-63-5

General procedure for the synthesis of pyrrolidine-2-methanol from DL-proline: DL-proline (6.0 g, 52.0 mmol) was slowly added in batches to a THF (80 mL) suspension of LiAlH4 (3.0 g, 78.0 mmol) under stirring at 0 °C and nitrogen protection, and the addition process was controlled to be completed within 30 min. The reaction mixture was gradually warmed up to room temperature and then continued to be heated and refluxed for 3 hours. Upon completion of the reaction, a 20% KOH solution (18-20 mL) was slowly added at 0 °C to quench the reaction. The mixture was filtered through a Celite pad and the filter cake was washed with THF. The solid obtained by filtration was again mixed with THF and filtered at reflux for 30 min. All the filtrates were combined and concentrated to give the light yellow liquid product K1 (3.2 g, 65% yield), which gradually transformed to a dark brown liquid during storage. The Rf value of the product was 0.1 (unfolding agent: DCM solution of 10% MeOH containing 1 drop of AcOH, ninhydrin color developed).

References

[1] Tetrahedron, 2010, vol. 66, # 40, p. 7970 - 7974
[2] Patent: WO2015/181676, 2015, A1. Location in patent: Page/Page column 166-167
[3] Patent: WO2011/22508, 2011, A2. Location in patent: Page/Page column 59
[4] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1931, vol. 203, p. 279,285
[5] Monatshefte fuer Chemie, 1952, vol. 83, p. 541

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View Lastest Price from 2-(Hydroxymethyl)pyrrolidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-(Hydroxymethyl)pyrrolidine pictures 2020-01-09 2-(Hydroxymethyl)pyrrolidine
498-63-5
US $1.00 / KG 1KG 99% 200kg Career Henan Chemical Co

2-(Hydroxymethyl)pyrrolidine Spectrum

prolinol 2-(Hydroxymethyl)pyrrolidine 2-Pyrrolidinylmethanol NSC 367102 rac-Prolinol 2-(Hydroxymethyl)pyrrolidine 2-Pyrrolidinemethanol 2-Pyrrolidinemethanol pyrrolidin-2-ylmethanol(SALTDATA: FREE) Pyrrolidine, 2-(hydroxymethyl)- Pyrrolidine-2-methanol DL-Prolinol> 498-63-5