Identification | Back 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 Properties | Back 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) |
Hazard Information | Back Directory | [Synthesis]
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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