5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)indoline Chemical Properties

Boiling point:

372.7±31.0 °C(Predicted)

Density 

1.08±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

4.59±0.20(Predicted)

Appearance

White to yellow Solid

Safety Information

HS Code 

2933998090

5-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)indoline Usage And Synthesis

Synthesis

Step 3: tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dihydroindole-1-carboxylate (120 mg, 0.35 mmol) was dissolved in dichloromethane (5 mL), 2,2,2-trifluoroacetic acid (1 mL) was added, and the reaction mixture was stirred for 2 hours at room temperature. After the reaction was completed, it was neutralized with saturated aqueous sodium bicarbonate solution to pH=8 and then extracted with dichloromethane. The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target product 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dihydroindole (74 mg, 87% yield).1H NMR (CDCl3) δ: 7.56 (1H, s), 7.50 (1H, d, J = 8.0 Hz), 6.60 (1H, d, J = 8.0 Hz), 3.57 (2H, t, J = 8.8 Hz), 3.02 (2H, t, J = 8.8 Hz), 1.32 (12H, s).

References

[1] Patent: WO2012/103806, 2012, A1. Location in patent: Page/Page column 48

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