4-methyl-1-phenylpentan-1-one

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

Procedure: The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of isohexanophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 134°-136° C.). 1H NMR (CDCl3) δ 0.83 (dd, 6 H), 1.1-1.3 (m, 2 H), 1.4-1.6 (m, 1 H), 1.9-2.1 (m, 2 H), 2.90 (d, 1 H), 2.92 (d, 1 H), 3.25 (d, 1 H), 3.35 (d, 1 H), 7.2-7.5 (m, 5 H). Upon concentrating the reaction a solid precipitated out which was triturated with ether filtered (m.p. 134°-136° C.)

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

Procedure: The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of isohexanophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 134°-136° C.). 1H NMR (CDCl3) δ0.83 (dd, 6H), 1.1-1.3 (m, 2H), 1.4-1.6 (m, 1H), 1.9-2.1 (m, 2H), 2.90 (d, 1H), 2.92 (d, 1H), 3.25 (d, 1H), 3.35 (d, 1H), 7.2-7.5 (m, 5H). Upon concentrating the reaction a solid precipitated out which was triturated with ether filtered (m.p. 134°-136° C.)

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

Procedure: The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of isohexanophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 134°-136° C.). 1H NMR (CDCl3) δ0.83 (dd, 6H), 1.1-1.3 (m, 2H), 1.4-1.6 (m, 1H), 1.9-2.1 (m, 2H), 2.90 (d, 1H), 2.92 (d, 1H), 3.25 (d, 1H), 3.35 (d, 1H), 7.2-7.5 (m, 5H). Upon concentrating the reaction a solid precipitated out which was triturated with ether filtered (m.p. 134°-136° C.)

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

Procedure: The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of isohexanophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 134°-136° C.). 1H NMR (CDCl3) δ 0.83 (dd, 6 H), 1.1-1.3 (m, 2 H), 1.4-1.6 (m, 1 H), 1.9-2.1 (m, 2 H), 2.90 (d, 1 H), 2.92 (d, 1 H), 3.25 (d, 1 H), 3.35 (d, 1 H), 7.2-7.5 (m, 5 H). Upon concentrating the reaction a solid precipitated out which was triturated with ether filtered (m.p. 134°-136° C.)

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

Procedure: The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of isohexanophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 134°-136° C.). 1H NMR (CDCl3) δ0.83 (dd, 6H), 1.1-1.3 (m, 2H), 1.4-1.6 (m, 1H), 1.9-2.1 (m, 2H), 2.90 (d, 1H), 2.92 (d, 1H), 3.25 (d, 1H), 3.35 (d, 1H), 7.2-7.5 (m, 5H). Upon concentrating the reaction a solid precipitated out which was triturated with ether filtered (m.p. 134°-136° C.)

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

Procedure: The title compound was prepared as described in General Method 1 using 25 mmol of methyl acetoacetate, 27.5 mmol of NaH 60% dispersion in oil, 26.25 mmol of 1.6M n-butyl lithium in hexane, 25 mmol of isohexanophenone and 70 mL of tetrahydrofuran. Upon concentrating the reaction a solid precipitated out which was triturated with ether and filtered (m.p. 134°-136° C.). 1H NMR (CDCl3) δ 0.83 (dd, 6 H), 1.1-1.3 (m, 2 H), 1.4-1.6 (m, 1 H), 1.9-2.1 (m, 2 H), 2.90 (d, 1 H), 2.92 (d, 1 H), 3.25 (d, 1 H), 3.35 (d, 1 H), 7.2-7.5 (m, 5 H). Upon concentrating the reaction a solid precipitated out which was triturated with ether filtered (m.p. 134°-136° C.)