tetra(n-butyl)ammonium hydroxide in acetonitrile 48 h; Ambient temperature;

1: 1.) Mg, I2 / 1.) THF, RT, 20 min, 2.) THF, RT, overnight 2: 82 percent / triethylamine / 1.5 h / Ambient temperature 3: 91 percent / H2O / acetone / 48 h / 80 °C 4: 91 percent / 1.0 M aq. tetrabutylammonium hydroxide (TBAH) / acetonitrile / 48 h / Ambient temperature View Scheme

1: 82 percent / triethylamine / 1.5 h / Ambient temperature 2: 91 percent / H2O / acetone / 48 h / 80 °C 3: 91 percent / 1.0 M aq. tetrabutylammonium hydroxide (TBAH) / acetonitrile / 48 h / Ambient temperature View Scheme

1: 1.) MeMgCl / 1.) 0 deg C, 2.) THF, 25 deg C 2: 1.) Mg, I2 / 1.) THF, RT, 20 min, 2.) THF, RT, overnight 3: 82 percent / triethylamine / 1.5 h / Ambient temperature 4: 91 percent / H2O / acetone / 48 h / 80 °C 5: 91 percent / 1.0 M aq. tetrabutylammonium hydroxide (TBAH) / acetonitrile / 48 h / Ambient temperature View Scheme

1: 91 percent / H2O / acetone / 48 h / 80 °C 2: 91 percent / 1.0 M aq. tetrabutylammonium hydroxide (TBAH) / acetonitrile / 48 h / Ambient temperature View Scheme

1: 95 percent / triethylamine / tetrahydrofuran / 3 h / 45 °C 2: 1.) MeMgCl / 1.) 0 deg C, 2.) THF, 25 deg C 3: 1.) Mg, I2 / 1.) THF, RT, 20 min, 2.) THF, RT, overnight 4: 82 percent / triethylamine / 1.5 h / Ambient temperature 5: 91 percent / H2O / acetone / 48 h / 80 °C 6: 91 percent / 1.0 M aq. tetrabutylammonium hydroxide (TBAH) / acetonitrile / 48 h / Ambient temperature View Scheme