hydrogenchloride; hydrogen; palladium on activated carbon in ethanol; water T=20°C; 8.5 h;

1: 65.2 percent / AlCl3 / 1,2-dichloro-benzene / 2 h / 165 °C 2: 89 percent / isoamyl nitrite; lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C 3: 84 percent / H2; HCl / Pd/C / ethanol; H2O / 24 h / 50 °C / 12928.7 Torr View Scheme

1: tetrahydrofuran / 5 h 2: 67.1 percent / sodium bicarbonate / H2O; various solvent(s) / 1 h / 10 °C 3: 65.2 percent / AlCl3 / 1,2-dichloro-benzene / 2 h / 165 °C 4: 89 percent / isoamyl nitrite; lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C 5: 84 percent / H2; HCl / Pd/C / ethanol; H2O / 24 h / 50 °C / 12928.7 Torr View Scheme

1: 89 percent / isoamyl nitrite; lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C 2: 84 percent / H2; HCl / Pd/C / ethanol; H2O / 24 h / 50 °C / 12928.7 Torr View Scheme

1: 67.1 percent / sodium bicarbonate / H2O; various solvent(s) / 1 h / 10 °C 2: 65.2 percent / AlCl3 / 1,2-dichloro-benzene / 2 h / 165 °C 3: 89 percent / isoamyl nitrite; lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C 4: 84 percent / H2; HCl / Pd/C / ethanol; H2O / 24 h / 50 °C / 12928.7 Torr View Scheme

1: With (R)-(-)-α-hydroxybenzeneacetic acid in isopropanol acetate; isopropyl alcohol T=45°C; 3 h; 2: With 2-hydroxy-5-nitro-benzaldehyde in isopropanol acetate; isopropyl alcohol 13 h; 3: With hydrogenchloride; water in ethyl acetate T=50°C; 3 h;