1: H2 / Pd-C / ethanol; acetic acid / 2223.7 Torr 2: Na2CO3 / ethanol / Heating View Scheme

1.1: 53 percent / TsOH*H2O / methoxybenzene / 60 °C 2.1: H2 / Pd / acetic acid 2.2: ethanol View Scheme

sodium carbonate in ethanol Heating;

1: 2-benzyl-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine With hydrogen; palladium in acetic acid Hydrogenolysis; 2: propargyl bromide in ethanol Alkylation;