Basic information Safety Supplier Related

(4-Bromophenyl)(pyrrolidin-1-yl)methanone

Basic information Safety Supplier Related

(4-Bromophenyl)(pyrrolidin-1-yl)methanone Basic information

Product Name:
(4-Bromophenyl)(pyrrolidin-1-yl)methanone
Synonyms:
  • (4-Bromophenyl)(pyrrolidin-1-yl)methanone
  • 1-(4-Bromobenzoyl)pyrrolidine
  • 4-(Pyrrolidinylcarbonyl)bromobenzene
  • Methanone, (4-bromophenyl)-1-pyrrolidinyl-
CAS:
5543-27-1
MF:
C11H12BrNO
MW:
254.12
Product Categories:
  • alkyl bromide
  • blocks
  • Bromides
  • Carboxes
Mol File:
5543-27-1.mol
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(4-Bromophenyl)(pyrrolidin-1-yl)methanone Chemical Properties

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
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Safety Information

Hazard Codes 
Xi
HS Code 
2933998090
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(4-Bromophenyl)(pyrrolidin-1-yl)methanone Usage And Synthesis

Synthesis

123-75-1

586-75-4

5543-27-1

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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