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

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

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

Safety

Hazard Codes 

Xi

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

(4-Bromophenyl)(pyrrolidin-1-yl)methanone Chemical Properties,Usage,Production

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