4-pyren-1-ylbutan-1-ol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 10 mL of methylene chloride was added to 1.097 g (4 mmol) of 4-(pyren-1-yl) butyl alcohol and stirred vigorously at room temperature for 10 min hour. The reaction was followed by addition of 1.292 g (1.5 Eq.) of PCC (Pyridinium chlorochromate) in 10 mL methylene chloride and the reaction mixture was stirred for 2 h. The reaction mixture was then diluted with 5 volumes of anhydrous ether (100 mL) and washed with 1:1 brine:water, saturated aq. Na2SO3 solution, and brine, respectively, dried over anhydrous Na2SO4 and concentrated to give the aldehyde. The crude product was purified by silica gel flash chromatography (hexanes: ethyl acetate, 9:1, rf: 0.4) to yield 1.06 g (97%). Most of the crude products were very clean and could be used directly for further applications. the reaction mixture was stirred for 2 h washed with 1:1 brine water, saturated aq. Na2SO3 solution, and brine, respectively, dried over anhydrous Na2SO4 concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In 100 ml of tetrahydrofuran, 5.0 g of 1-pyrenebutanol and 3.68 g of triethylamine were dissolved, and 1.90 g of methacryloyl chloride was added dropwise thereto at 0° C., followed by stirring at room temperature for 1 hour. A deposited material was filtered while being washed with ethyl acetate. The filtrate and the washing liquid were mixed. After the mixture was dried with magnesium sulfate, the solvent was removed by evaporation under a reduced pressure. A residue was purified by a column chromatograph (silica gel, hexane:ethyl acetate=10:1), and vacuum-dried to thus obtain 1-pyrenylbutyl methacrylate. at 0° C. A deposited material was filtered while being washed with ethyl acetate The filtrate and the washing liquid were mixed After the mixture was dried with magnesium sulfate the solvent was removed by evaporation under a reduced pressure A residue was purified by a column chromatograph (silica gel, hexane:ethyl acetate=10:1) vacuum-dried to thus obtain 1-pyrenylbutyl methacrylate