4-BroMo-2,3-dihydro-1H-indene Chemical Properties

Boiling point:

118 °C(Press: 18 Torr)

Density 

1.462±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

Appearance

Colorless to light yellow Liquid

4-BroMo-2,3-dihydro-1H-indene Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-bromo-2,3-dihydro-1H-indene from 4-bromoinden-1-one: Trifluoroacetic acid (TFA) was added to a solution of 4-bromo-2,3-dihydro-1H-inden-1-one (2 g, 10 mmol) in dichloromethane (DCM, 10 mL), and then the reaction mixture was cooled to -20 °C. Triethylsilane (Et3SiH, 15 mL, 1N solution in tetrahydrofuran (THF), 15 mmol) was added dropwise with stirring. The reaction mixture was stirred for 2 h at room temperature and then poured into aqueous ammonium chloride (NH4Cl) and extracted with dichloromethane (DCM, 10 mL x 2). The organic phase was washed with brine (10 mL × 2), dried over anhydrous magnesium sulfate (MgSO4), concentrated and purified by fast chromatography (FC) to afford the target compound 4-bromo-2,3-dihydro-1H-indene (1.7 g, yield: 85%); mass spectra (electrosprayed in positive ion mode, ES+): m/z 197 [M+H]+.

References

[1] Patent: WO2015/24878, 2015, A1. Location in patent: Page/Page column 110
[2] Patent: WO2018/106636, 2018, A1. Location in patent: Paragraph 00232
[3] Journal of the Chemical Society, 1939, p. 794,797
[4] Journal of the American Chemical Society, 1935, vol. 57, p. 2174
[5] Bulletin of the Chemical Society of Japan, 1961, vol. 34, p. 1189 - 1194