Multi-step reaction with 6 steps 1: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min2: 83 percent / acetyl chloride / methanol / 2 h / 50 °C3: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C4: tetrahydrofuran / 20 h / 23 °C5: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C6: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C  

Multi-step reaction with 5 steps 1: 83 percent / acetyl chloride / methanol / 2 h / 50 °C2: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C3: tetrahydrofuran / 20 h / 23 °C4: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C5: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C  

Multi-step reaction with 7 steps 1: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating2: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min3: 83 percent / acetyl chloride / methanol / 2 h / 50 °C4: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C5: tetrahydrofuran / 20 h / 23 °C6: triphenylphosphine, carbon tetrachloride / CH2Cl2 / 14 h / 23 °C7: 100 percent / 25percent aq. ammonium formate / 10percent palladium/carbon / tetrahydrofuran / 0.5 h / 24 °C  

With  hydrogenchloride in  ethyl acetate T=23°C; 1.41667 h;   

Multi-step reaction with 2 steps 1: 3 N hydrochloric acid / ethyl acetate / 0.75 h / 21 °C2: 88 percent / sodium bicarbonate, EDCI / dimethylformamide / 17 h / 24 °C  

With  hydrogenchloride  

With  1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in  various solvent(s)  

Multi-step reaction with 2 steps 1: HCl2: 1.) HCl; 2.) EDC / 1.) EtOAc, 25 deg C, 15-30 min; 2.) DMF, 25 deg C, 24 h