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ChemicalBook CAS DataBase List Silicon dioxide
7631-86-9

Silicon dioxide synthesis

4synthesis methods
-

Yield:5111-69-3 97%

Reaction Conditions:

with nitrogen

Steps:



A single-neck, 100-mL round-bottom flask was equipped with a magnetic stir bar and a septum equipped with a needle connected to a nitrogen inlet. 5-Indanol (5.00 g, 37.2 mmol), K2CO3 (8.24 g, 59.6 mmol, 1.6 equivalents), Mel (3.48 mL, 55.9 mmol, 1.5 equivalents), and DMF (28.0 mL) were added to the flask.
The resulting solution was heated to 55° C. (external temperature) and left to stir for 16 h.
The reaction mixture was cooled to room temperature, poured to a 250-mL separatory funnel, and diluted with Et2O (60 mL) and water (80 mL).
The layers were separated, and the aqueous solution was extracted with Et2O (30 mL*2).
The organic extracts were combined and washed with saturated aqueous NaHCO3 (40 mL), 1M NaOH (40 mL), and water (40 mL).
The organic extracts were dried over Na2SO4, filtered through cotton, and concentrated under reduced pressure.
The resulting residue was purified by flash column chromatography (SiO2, 1 to 4% EtOAc in hexanes) to give 5-methoxy-2,3-dihydro-1H-indene (5.61 g, 97% yield) as a colorless oil.
Data for 5-methoxy-2,3-dihydro-1H-indene: 1H NMR (300 MHz, CDCl3, 294K) δ 7.12 (d, 1H, J=8.2 Hz), 6.79 (br s, 1H), 6.69 (dd, 1H, J=8.2, 2.3 Hz), 3.78 (s, 3H), 2.86 (overlap dt, 4H, J=13.7, 7.4 Hz), 2.07 (quint, 2H, J=7.4 Hz).

References:

US2022/89508,2022,A1

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