1-(4-BROMOPHENYL)PYRROLIDINE Chemical Properties

Melting point:

105.0 to 109.0 °C

Boiling point:

306.1±25.0 °C(Predicted)

Density 

1.411±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

4.81±0.40(Predicted)

color 

White to Almost white

Safety Information

HS Code 

2933998090

1-(4-BROMOPHENYL)PYRROLIDINE Usage And Synthesis

Synthesis

Step 82a: Synthesis of 1-(4-bromophenyl)pyrrolidine (compound 0601-155) A mixture of 4-bromoaniline (1 g, 5.81 mmol), Cs2CO3 (5.68 g, 17.44 mmol), and 1,4-dibromobutane (1.88 g, 8.72 mmol) was dissolved in DMF (20 mL), and the reaction was stirred at 60 °C overnight. After completion of the reaction, the mixture was cooled to room temperature, diluted with water (200 mL) and extracted with ethyl acetate (2 x 100 mL). The organic layers were combined, washed sequentially with water (3 x 100 mL) and brine (100 mL) and dried over anhydrous Na2SO4. After concentration under reduced pressure, purified by silica gel column chromatography (eluent: petroleum ether), the target compound 0601-155 (720 mg, 46% yield) was obtained as a colorless oil.LCMS: 226 [M + 1]+.1H NMR (400MHz, DMSO-d6) δ1.94 (t, J=6.4Hz, 4H), 3.18 (t, J=6.4Hz, 4H), 6.18 (t, J=6.4Hz, 4H). Hz, 4H), 6.47 (d, J=9.2Hz, 2H), 7.27 (d, J=9.2Hz, 2H).

References

[1] Journal of the American Chemical Society, 2014, vol. 136, # 33, p. 11602 - 11605
[2] Journal of Organic Chemistry, 2006, vol. 71, # 1, p. 135 - 141
[3] Patent: WO2011/130628, 2011, A1. Location in patent: Page/Page column 221
[4] Patent: US2013/102595, 2013, A1. Location in patent: Paragraph 0550
[5] Patent: JP2015/187145, 2015, A. Location in patent: Paragraph 0468

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