3-(4-氟苯基)-1-苯基丙-1-one

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was prepared as described in General Method 1 using 3.1 mL of methyl acetoacetate, 1.2 g of NaH 60% dispersion in oil, 18 mL of 1.6M n-butyl lithium in hexane, 6.0 g of 3-(4-fluorophenyl)propiophenone and 200 mL of tetrahydrofuran. After addition of the ketone, the reaction was stirred for 15 minutes at 0° C. then allowed to warm to room temperature and stirred for 4 hours. The crude product was triturated from diethyl ether to afford a solid (m.p. 155°-157° C. ). 1H NMR (CDCl3) δ 2.23-2.29 (m, 2 H), 2.42-2.52 (m, 1 H), 2.67-2.78 (m, 1 H), 2.97 (dd, 2 H), 3.35 (dd, 2 H), 7.34-7.47 (m, 5 H), 6.91-7.07 (m, 4 H). to warm to room temperature stirred for 4 hours The crude product was triturated from diethyl ether

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was prepared as described in General Method 1 using 3.1 mL of methyl acetoacetate, 1.2 g of NaH 60% dispersion in oil, 18 mL of 1.6M n-butyl lithium in hexane, 6.0 g of 3-(4-fluorophenyl)propiophenone and 200 mL of tetrahydrofuran. After addition of the ketone, the reaction was stirred for 15 minutes at 0° C. then allowed to warm to room temperature and stirred for 4 hours. The crude product was triturated from diethyl ether to afford a solid (m.p. 155°-157° C.). 1 H NMR (CDCl3) δ2.23-2.29 (m, 2H), 2.42-2.52 (m, 1H), 2.67-2.78 (m, 1H), 2.97 (dd, 2H), 3.35 (dd, 2H), 7.34-7.47 (m, 5H), 6.91-7.07 (m, 4H). to warm to room temperature stirred for 4 hours The crude product was triturated from diethyl ether

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was prepared as described in General Method 1 using 3.1 mL of methyl acetoacetate, 1.2 g of NaH 60% dispersion in oil, 18 mL of 1.6M n-butyl lithium in hexane, 6.0 g of 3-(4-fluorophenyl)propiophenone and 200 mL of tetrahydrofuran. After addition of the ketone, the reaction was stirred for 15 minutes at 0° C. then allowed to warm to room temperature and stirred for 4 hours. The crude product was triturated from diethyl ether to afford a solid (m.p. 155°-157° C.). 1 H NMR (CDCl3) δ2.23-2.29 (m, 2H), 2.42-2.52 (m, 1H), 2.67-2.78 (m, 1H), 2.97 (dd, 2H), 3.35 (dd, 2H), 7.34-7.47 (m, 5H), 6.91-7.07 (m, 4H). to warm to room temperature stirred for 4 hours The crude product was triturated from diethyl ether

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was prepared as described in General Method 1 using 3.1 mL of methyl acetoacetate, 1.2 g of NaH 60% dispersion in oil, 18 mL of 1.6M n-butyl lithium in hexane, 6.0 g of 3-(4-fluorophenyl)propiophenone and 200 mL of tetrahydrofuran. After addition of the ketone, the reaction was stirred for 15 minutes at 0° C. then allowed to warm to room temperature and stirred for 4 hours. The crude product was triturated from diethyl ether to afford a solid (m.p. 155°-157° C. ). 1H NMR (CDCl3) δ 2.23-2.29 (m, 2 H), 2.42-2.52 (m, 1 H), 2.67-2.78 (m, 1 H), 2.97 (dd, 2 H), 3.35 (dd, 2 H), 7.34-7.47 (m, 5 H), 6.91-7.07 (m, 4 H). to warm to room temperature stirred for 4 hours The crude product was triturated from diethyl ether

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: By a procedure similar to that of example 1.85.3, starting from 3-(4-fluorophenyl)-1-phenylpropan-1-one, (Z)-ethyl 5-(4-fluorophenyl)-3-phenylpent-2-enoate and (E)-ethyl 5-(4-fluorophenyl)-3-phenylpent-2-enoate were obtained as colourless oils.

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was prepared as described in General Method 1 using 3.1 mL of methyl acetoacetate, 1.2 g of NaH 60% dispersion in oil, 18 mL of 1.6M n-butyl lithium in hexane, 6.0 g of 3-(4-fluorophenyl)propiophenone and 200 mL of tetrahydrofuran. After addition of the ketone, the reaction was stirred for 15 minutes at 0° C. then allowed to warm to room temperature and stirred for 4 hours. The crude product was triturated from diethyl ether to afford a solid (m.p. 155°-157° C.). 1 H NMR (CDCl3) δ2.23-2.29 (m, 2H), 2.42-2.52 (m, 1H), 2.67-2.78 (m, 1H), 2.97 (dd, 2H), 3.35 (dd, 2H), 7.34-7.47 (m, 5H), 6.91-7.07 (m, 4H). to warm to room temperature stirred for 4 hours The crude product was triturated from diethyl ether

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was prepared as described in General Method 1 using 3.1 mL of methyl acetoacetate, 1.2 g of NaH 60% dispersion in oil, 18 mL of 1.6M n-butyl lithium in hexane, 6.0 g of 3-(4-fluorophenyl)propiophenone and 200 mL of tetrahydrofuran. After addition of the ketone, the reaction was stirred for 15 minutes at 0° C. then allowed to warm to room temperature and stirred for 4 hours. The crude product was triturated from diethyl ether to afford a solid (m.p. 155°-157° C. ). 1H NMR (CDCl3) δ 2.23-2.29 (m, 2 H), 2.42-2.52 (m, 1 H), 2.67-2.78 (m, 1 H), 2.97 (dd, 2 H), 3.35 (dd, 2 H), 7.34-7.47 (m, 5 H), 6.91-7.07 (m, 4 H). to warm to room temperature stirred for 4 hours The crude product was triturated from diethyl ether