ChemicalBook--->CAS DataBase List--->54474-50-9

54474-50-9

54474-50-9 Structure

54474-50-9 Structure
IdentificationBack Directory
[Name]

2,4-DIMETHYL-3-PYRROLEPROPIONIC ACID
[CAS]

54474-50-9
[Synonyms]

2,4-DIMETHYL-3-PYRROLEPROPIONIC ACID
1H-Pyrrole-3-propanoic acid, 2,4-dimethyl-
3-(2,4-DIMETHYL-1H-PYRROL-3-YL)PROPANOIC ACID
tert-Butyl (4-aminobut-2-en-1-yl)carbamate hydrochloride
[Molecular Formula]

C9H13NO2
[MDL Number]

MFCD02684431
[MOL File]

54474-50-9.mol
[Molecular Weight]

167.21
Chemical PropertiesBack Directory
[Melting point ]

140-141 °C
[Boiling point ]

332.8±37.0 °C(Predicted)
[density ]

1.159±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

4.68±0.10(Predicted)
Safety DataBack Directory
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37/39
Hazard InformationBack Directory
[Synthesis]

ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

2386-37-0

2,4-DIMETHYL-3-PYRROLEPROPIONIC ACID

54474-50-9

General procedure for the synthesis of 2,4-dimethyl-3-pyrrolepropionic acid from ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate: ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate (Aldrich, 228 g, 0.9 mol) was reacted with 720 mL of 5 N sodium hydroxide solution were mixed and reacted at reflux for 1 hour. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm the completion of the hydrolysis reaction. The reaction mixture was cooled to 50 °C with stirring, and the pH was adjusted to 2-3 by slowly adding 10 N hydrochloric acid (390 mL). after solidification of the oil was observed, stirring was continued and the mixture was cooled to 4 °C. The reaction was then purified by vacuum filtration. The solid product was collected by vacuum filtration, washed well with water and subsequently dried under vacuum at 40 °C to afford 65.7 g (49% yield) of 3-(2,4-dimethyl-1H-pyrrol-3-yl)propionic acid as a slightly red solid.

[References]

[1] Journal of Organic Chemistry, 1988, vol. 53, # 12, p. 2796 - 2802
[2] Patent: US2004/204407, 2004, A1. Location in patent: Page/Page column 16-17
[3] Patent: US2004/266843, 2004, A1. Location in patent: Page 12
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