hydrogen; acetic acid; palladium on activated charcoal in ethyl acetate Hydrogenolysis; catalytic hydrogenation;

1: 76 percent / toluene / Heating 2: β-alanine; glacial acetic acid / hexane / Heating 3: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating 4: pivalic acid / tetrahydrofuran; toluene; heptane / Heating 5: 81 percent / hydrogen; acetic acid / palladium on carbon / ethyl acetate View Scheme

1: 67 percent / sodium dithionite / methanol 2: 76 percent / toluene / Heating 3: β-alanine; glacial acetic acid / hexane / Heating 4: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating 5: pivalic acid / tetrahydrofuran; toluene; heptane / Heating 6: 81 percent / hydrogen; acetic acid / palladium on carbon / ethyl acetate View Scheme

1: β-alanine; glacial acetic acid / hexane / Heating 2: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating 3: pivalic acid / tetrahydrofuran; toluene; heptane / Heating 4: 81 percent / hydrogen; acetic acid / palladium on carbon / ethyl acetate View Scheme

1: 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / Heating 2: pivalic acid / tetrahydrofuran; toluene; heptane / Heating 3: 81 percent / hydrogen; acetic acid / palladium on carbon / ethyl acetate View Scheme

1: pivalic acid / tetrahydrofuran; toluene; heptane / Heating 2: 81 percent / hydrogen; acetic acid / palladium on carbon / ethyl acetate View Scheme