Manufacture of 3-methyl-tetrahydrofuran from alpha-methylene-gamma-butyrolactone in a two step process
AssigneeE. I. Du Pont de Nemours and Company
InventorLeo Ernest Manzer
Life of this patent
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Abstract
Disclosed is a two-step, continuous hydrogenation process for the preparation of 3-methyl-tetrahydrofuran from alpha-methylene-gamma-butyrolactone, which comprises a first step of subjecting alpha-methylene-gamma-butyrolactone to hydrogenation to synthesize 2-methyl-gamma-butyrolactone; and the second step of hydrogenating the 2-methyl-gamma-butyrolactone formed in the first step. The above process enables the production of the objective highly-pure 3-methyl-tetrahydrofuran free from alcohol in high efficiency and high conversion through simple production steps.
Claims19
A continuous process for producing 3-methyl-tetrahydrofuran comprising the steps of:
- (a) hydrogenating the compound alpha-methylene-gamma-butyrolactone, represented by the formula (I) in the presence of a first catalytic metal and optionally in the presence of a first catalyst promoter, to produce 2-methyl-gamma-butyrolactone;
- and
- (b) hydrogenating the compound 2-methyl-gamma-butytrolactone, represented by formula (II), produced in step (a), in the presence of a second catalytic metal and optionally in the presence of a second catalyst promoter;
- wherein the first catalytic metal is optionally supported and is selected from the group consisting of palladium, ruthenium, rhenium, rhodium, iridium, platinum, compounds thereof, and combinations thereof;
- wherein the second catalytic metal is optionally supported and is selected from a group consisting of copper, cobalt, nickel, iron, rhenium, palladium, ruthenium, platinum, rhodium, manganese, iridium, technetium, osmium, gold, compounds thereof, and combinations thereof;
- and
- wherein, said first and said second catalyst promoters are independently selected from the group consisting of tin, zinc, copper, gold, silver, sulfuric acid, fluorosulfonic acid, phosphoric acid, p-toluenesulfonic acid, benzenesulfonic acid, phosphotungtstic acid, phosphomolybdic acid, trifluromethanesulfonic acid, 1,1,2,2-tetrafluorethanesulfonic acid, 1,1,1,2,3,4-hexafluorpropanesulfonic acid, bismuth triflate, yttrium triflate, ytterbium triflate neodymium triflate, lanthanum triflate, scandium triflate, zirconium triflate, heteropolyacids supported on zirconia, titania, Zn(BF4)2, methane sulfonic acid and Nafion®.
Dependencies are inferred from the claim text.