1: 2.) 2 N aq. HCl / 1.) CH3OH, reflux, 4 h, 2.) room temperature, 2 days 2: 1.) NaNH2 / 1.) toluene, reflux, 2 h, 2.) reflux, 2-10 h View Scheme

hydrogenchloride 1.) CH3OH, reflux, 4 h, 2.) room temperature, 2 days; Multistep reaction;

1: 83 percent / potassium t-butoxide / tetrahydrofuran / 2 h / Heating 2: 82 percent / aq. oxalic acid / Ambient temperature 3: CH2Cl2 / Ambient temperature 4: RuO2, NaIO4 / acetone; H2O 5: H3O(1+) / H2O / 6 h / Heating View Scheme

With  potassium tert-butylate in  tetrahydrofuran 2 h;  Heating;   

Multi-step reaction with 2 steps 1: t-BuOK / tetrahydrofuran / 3 h / Heating2: (COOH)2, aq. MeOH