Patent ID: 8455705

Claim:
A method of making a C 4+ compound comprising: providing water and a biomass-derived water soluble oxygenated hydrocarbon comprising a C 1+ O 1+ hydrocarbon in an aqueous liquid phase and/or a vapor phase, 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, Fe, Ru, Pt, Pd, Ni, W, Mo, Ag, Sn, an alloy thereof, and a combination thereof, at a deoxygenation temperature in the range of about 100° C. to 400° C., and a deoxygenation pressure of between 72 psig and 1300 psig, to provide a reaction stream comprising water and two or more oxygenates having two or more carbon atoms and one or two oxygen atoms, and catalytically reacting the oxygenates in the vapor phase in the presence of an acid catalyst comprising a member selected from the group consisting of an aluminosilicate, zirconia, tungstated aluminosilicate, tungstated zirconia, tungstated alumina, tungstated titania, a heteropolyacid, an acid modified resin, and a combination thereof, at a condensation temperature and condensation pressure to produce the C 4+ compound, wherein the C 4+ compound comprises a member selected from the group consisting of C 4+ alcohol, C 4+ ketone, C 4+ alkane, C 4+ alkene, C 5+ cycloalkane, C 5+ cycloalkene, aryl, fused aryl, and a mixture thereof.