sulfuric acid in dichloromethane

1: 1.75 g / hydrogen / 5percent Rh/C / ethanol / 20 h / Ambient temperature 2: 79 percent / 1 M NaHCO3, 1 M Na2CO3 / CHCl3 / 5 h / Ambient temperature 3: 84 percent / KMnO4 / acetone; acetic acid / 3.5 h / Ambient temperature 4: 1.) N-methylmorpholine, isobutyl chloroformate; 2.) NH3 / 1.) THF, 7 min, -20 deg C; 2.) water, 2 h, -15 -> 10 deg C View Scheme

1: 90 percent / 36percent HCl / H2O; methanol / 6 h / Ambient temperature 2: 1.75 g / hydrogen / 5percent Rh/C / ethanol / 20 h / Ambient temperature 3: 79 percent / 1 M NaHCO3, 1 M Na2CO3 / CHCl3 / 5 h / Ambient temperature 4: 84 percent / KMnO4 / acetone; acetic acid / 3.5 h / Ambient temperature 5: 1.) N-methylmorpholine, isobutyl chloroformate; 2.) NH3 / 1.) THF, 7 min, -20 deg C; 2.) water, 2 h, -15 -> 10 deg C View Scheme

1: 84 percent / KMnO4 / acetone; acetic acid / 3.5 h / Ambient temperature 2: 1.) N-methylmorpholine, isobutyl chloroformate; 2.) NH3 / 1.) THF, 7 min, -20 deg C; 2.) water, 2 h, -15 -> 10 deg C View Scheme

1: 79 percent / 1 M NaHCO3, 1 M Na2CO3 / CHCl3 / 5 h / Ambient temperature 2: 84 percent / KMnO4 / acetone; acetic acid / 3.5 h / Ambient temperature 3: 1.) N-methylmorpholine, isobutyl chloroformate; 2.) NH3 / 1.) THF, 7 min, -20 deg C; 2.) water, 2 h, -15 -> 10 deg C View Scheme

1: 79 percent / 1 M NaHCO3, 1 M Na2CO3 / CHCl3 / 5 h / Ambient temperature 2: 84 percent / KMnO4 / acetone; acetic acid / 3.5 h / Ambient temperature 3: 1.) N-methylmorpholine, isobutyl chloroformate; 2.) NH3 / 1.) THF, 7 min, -20 deg C; 2.) water, 2 h, -15 -> 10 deg C View Scheme

4-methyl-morpholine; ammonia; isobutyl chloroformate 1) THF, -20 deg C, 2) H2O, -15 deg C to 10 deg C; Multistep reaction;

sulfuric acid

hydrogen; palladium on activated charcoal in ethyl acetate

triethylsilane; trifluoroacetic acid in dichloromethane 0.583333 h; Ambient temperature;