Identification | Back Directory | [Name]
(4-Bromophenyl)(pyrrolidin-1-yl)methanone | [CAS]
5543-27-1 | [Synonyms]
1-(4-Bromobenzoyl)pyrrolidine 4-(Pyrrolidinylcarbonyl)bromobenzene (4-Bromophenyl)(pyrrolidin-1-yl)methanone Methanone, (4-bromophenyl)-1-pyrrolidinyl- | [Molecular Formula]
C11H12BrNO | [MDL Number]
MFCD00595283 | [MOL File]
5543-27-1.mol | [Molecular Weight]
254.13 |
Chemical Properties | Back Directory | [Melting point ]
77-79 °C | [Boiling point ]
364.7±25.0 °C(Predicted) | [density ]
1.469±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
-1.42±0.20(Predicted) | [Appearance]
White to off-white Solid |
Hazard Information | Back Directory | [Synthesis]
Example 40A Synthesis of (4-bromophenyl)pyrrolidin-1-ylmethanone: 4-bromobenzoyl chloride (3 g, 13.7 mmol) was dissolved in dichloromethane (25 mL) and cooled to 0°C. Pyrrolidine (2.5 mL, 30.3 mmol) and triethylamine (2 mL, 14.4 mmol) were added sequentially under stirring. The reaction mixture was slowly warmed up to room temperature over 3 hours. After completion of the reaction, the mixture was concentrated to remove the solvent. The crude product was purified by rapid chromatography on silica gel with an eluent gradient of 10-60% hexane/ethyl acetate to afford 4-(pyrrolizinylcarbonyl)bromobenzene (3.1 g, 89% yield). Mass spectrum (ESI) m/e 256 (M + H)+. | [References]
[1] Patent: US2007/259937, 2007, A1. Location in patent: Page/Page column 17 [2] Patent: US6340759, 2002, B1. Location in patent: Example 274 [3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53, # 8, p. 1115 - 1121 [4] Organic Letters, 2015, vol. 17, # 19, p. 4850 - 4853 |
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