Synthesis of liquid fuels and chemicals from oxygenated hydrocarbons

A method of making a C4+ compound comprising:

• providing water and a biomass-derived water soluble oxygenated hydrocarbon selected from the group consisting of cellulose, hemicellulose, lignocellulosic derivatives, cellulosic derivatives, starches, monosaccharides, disaccharides, polysaccharides, sugars, sugar alcohols, butanediols, butanoic acid, tartaric acid, aldotetroses, aldopentoses, aldohexoses, ketotetroses, ketopentoses, ketohexoses, and a mixture thereof,
• catalytically reacting in the liquid and/or vapor phase the oxygenated hydrocarbon with hydrogen in the presence of a deoxygenation catalyst comprising a support and a member selected from the group consisting of Re, Cu, Ru, Pt, Pd, Ni, W, Mo, Ag, Zn, an alloy thereof, and a combination thereof, at a deoxygenation temperature in the range of about 80° C. to 300° C., and a deoxygenation pressure of between 72 psig and 1300 psig, to provide a reaction stream comprising water and one or more cyclic ethers, and
• catalytically reacting in the vapor phase the cyclic ethers in the presence of a condensation catalyst comprising a first member selected from the group consisting of Ga, Zn, Pd, Cu, Ru, Pt, Ni, Ag, Mo, W, Sn an alloy thereof, and a combination thereof, and a second member selected from the group consisting of zirconia, tungstated zirconia, titanated zirconia, alumina, tungstated alumina, titanated alumina, silica, tungstated silica, aluminosilicates, tungstated aluminosilicates, phosphates, zeolites, tungstated zeolites, titanium oxide, zinc oxide, magnesium oxide, and heteropolyacids, at a condensation temperature and condensation pressure to produce the C4+ compound, wherein the C4+ compound comprises a member selected from the group consisting of C4+ alcohol, C4+ ketone, C4+ alkane, C4+ alkene, C5+ cycloalkane, C5+ cycloalkene, aryl, fused aryl, and a mixture thereof.