sodium methylate in methanol 1 h; Ambient temperature;

With  hydrogen; palladium on activated charcoal in  ethanol P=775.7 Torr;   

Multi-step reaction with 2 steps 1: 85 percent / H2 / 10percent Pd/C / methanol; tetrahydrofuran / 0.58 h2: tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 3.5 h / Ambient temperature  

Multi-step reaction with 4 steps 2: 59 percent / tri-n-butyltin hydride, azobisisobutyronitrile / toluene / Heating3: 85 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran4: 77.5 percent / H2 / 10percent Pd/C / ethanol / 775.7 Torr  

Multi-step reaction with 3 steps 1: 59 percent / tri-n-butyltin hydride, azobisisobutyronitrile / toluene / Heating2: 85 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran3: 77.5 percent / H2 / 10percent Pd/C / ethanol / 775.7 Torr