1: 1N NaOH / methanol / Ambient temperature 2: 91 percent / DMSO/DCC/TFA / pyridine; benzene / Ambient temperature 3: 87 percent / K2CO3 / methanol / Ambient temperature 4: 99 percent / H2NOH.HCl, NaHCO3 / ethanol; H2O / 60 °C 5: LiAlH4 / tetrahydrofuran / Ambient temperature 6: tetrahydrofuran; H2O / 0 °C 7: 41 percent / TsOH / methanol; H2O / 15 °C 8: methoxyethanol / Heating 9: 1.) borane-THF complex 2.) 6N HCl / 1.) THF, reflux, 2.) THF, reflux View Scheme

Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 / 8 h / 0 - 20 °C2: 2,6-lutidine / CH2Cl2 / 3 h / 0 - 20 °C  

Multi-step reaction with 2 steps 1: 95 percent / K2CO3 / methanol / 2 h / 0 - 20 °C2: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C