PYRROLIDIN-1-YL-ACETIC ACID Chemical Properties

Melting point:

184-185 °C

Boiling point:

233.8±23.0 °C(Predicted)

Density 

1.153±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly, Sonicated, Heated), Methanol (Slightly)

form 

Solid

pka

2.47±0.10(Predicted)

color 

Pale Yellow

InChI

InChI=1S/C6H11NO2/c8-6(9)5-7-3-1-2-4-7/h1-5H2,(H,8,9)

InChIKey

IPXNXMNCBXHYLQ-UHFFFAOYSA-N

SMILES

N1(CC(O)=O)CCCC1

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

PYRROLIDIN-1-YL-ACETIC ACID Usage And Synthesis

Uses

1-?Pyrrolidineacetic Acid is a useful reactant and reagent in organic reactions. It can be found used in cosmetic products such as wrinkle-?preventive?/ameliorating products.

Synthesis

b) Synthesis of 2-(pyrrolidin-1-yl)acetic acid: ethyl 2-(pyrrolidin-1-yl)acetate (2 g, 12.7 mmol, 1.0 eq.) was dissolved in 8N HCl and the reaction was stirred for 16 hrs. at 95°C. Upon completion of the reaction, the mixture was concentrated, the reaction was quenched and extracted as in Intermediate Example 15(b). Subsequently, the solvent was removed by distillation to afford the target product 2-(pyrrolidin-1-yl)acetic acid in 91% (1.5 g) yield. The product was analyzed by LC-MS (ESI): calculated mass 129.1; measured mass 130.1 [M + H]+ (retention time: 0.26 min).

References

[1] Patent: WO2013/53983, 2013, A1. Location in patent: Page/Page column 40
[2] Patent: US2015/11548, 2015, A1. Location in patent: Paragraph 0161
[3] Liebigs Annalen der Chemie, 1983, # 6, p. 950 - 961

PYRROLIDIN-1-YL-ACETIC ACID(37386-15-5)Related Product Information

• ETHYL PYRROLIDINOACETATE
• PHENYL-PYRROLIDIN-1-YL-ACETIC ACID
• METHYL1-PYRROLIDINEACETATE
• (R)-METHYL 2-(PYRROLIDIN-2-YL)ACETATE
• METHYL (2S)-PYRROLIDIN-2-YLACETATE
• 2-(pyrrolidin-3-yl)acetic acid
• (R)-(1-BOC-PYRROLIDIN-3-YL)-ACETIC ACID
• N-beta-(t-Butyloxycarbonyl)-L-homoproline, (S)-N-t-Butyloxycarbonyl-2-(pyrrolidin-2-yl)acetic acid
• 2-(1-(TERT-BUTOXYCARBONYL)PYRROLIDIN-3-YL)ACETIC ACID
• L-beta-Homoproline, (S)-2-(Pyrrolidin-2-yl)acetic acid hydrochloride
• (S)-(1-Boc-pyrrolidin-3-yl)acetic acid
• 2-pyrrolidin-1-ylacetic acid
• N-beta-(9-Fluorenylmethyloxycarbonyl)-L-homoproline, (S)-N-(9-Fluorenylmethyloxycarbonyl)-2-(pyrrolidin-2-yl)acetic acid
• (2,5-DIOXO-PYRROLIDIN-1-YL)-ACETIC ACID
• CARBOMETHOXYCARBONYL-D-PRO-D-PHE BENZYL ESTER
• CARBOMETHOXYCARBONYL-PRO-PHE-OBZL
• 2-(3,5-DIOXO-4-AZATRICYCLO[5.2.1.0(2,6)]DEC-8-EN-4-YL)-4-METHYLPENTANOIC ACID
• 4-(4-METHYLPHENYL)-4-OXO-2-(1-PYRROLIDINYL)BUTANOIC ACID