3-acetyloxybutan-2-yl acetate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A stream of hydrogen was used to transfer 5.3 mL (4.8 g) of ethyl acetate into the 16-lamp photoreactor. After irradiation for 20 h at 45° C., 1.8 g of the title product were obtained. The product was identified by comparison with the authentic compound made by hydrodimerizing vinyl acetate in the 4-lamp reactor at 25° C. to give 0.9 g of the product (52% yield) after the C--Hα to the --CO2 group. After irradiation for 20 h at 45° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A stream of hydrogen was used to transfer 5.3 mL (4.8 g) of ethyl acetate into the 16-lamp photoreactor. After irradiation for 20 h at 45° C., 1.8 g of the title product were obtained. The product was identified by comparison with the authentic compound made by hydrodimerizing vinyl acetate in the 4-lamp reactor at 25° C. to give 0.9 g of the product (52% yield) after the C--Hα to the --CO2 group. After irradiation for 20 h at 45° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Diacetoxybutene which had been prepared by catalytically reacting butadiene, acetic acid and an oxygen-containing gas with a palladium-based catalyst at 80° to 100° C, was hydrogenated in the presence of a palladium catalyst carried on activated carbon to produce diacetoxybutane having the composition set forth below. The resulting diacetoxybutane was then hydrolyzed in the presence of a cation exchange resin, DIAION SK1B, (trade mark, manufactured by Mitsubishi Chemical Industries Ltd.) at about 60° C and subjected to distillation to prepare crude 1,4-butanediol, which contained 98.5 % by weight of 1,4-butanediol, 0.7 % by weight of high boiling substances and 0.8 % by weight of other substances. at 80° to 100° C

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Diacetoxybutene which had been prepared by catalytically reacting butadiene, acetic acid and an oxygen-containing gas with a palladium-based catalyst at 80° to 100° C, was hydrogenated in the presence of a palladium catalyst carried on activated carbon to produce diacetoxybutane having the composition set forth below. The resulting diacetoxybutane was then hydrolyzed in the presence of a cation exchange resin, DIAION SK1B, (trade mark, manufactured by Mitsubishi Chemical Industries Ltd.) at about 60° C and subjected to distillation to prepare crude 1,4-butanediol, which contained 98.5 % by weight of 1,4-butanediol, 0.7 % by weight of high boiling substances and 0.8 % by weight of other substances. at 80° to 100° C

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: As a by-product in the 1,3-propanediol fermentation, 2,3-butanediol also is an important raw material in chemical industry. It is a colorless and flavorless liquid, and may be used as fuels, and used to prepare polymers, inks, perfumes, antifreezers, fumigants, humidizers, softening agent, plasticizer, explosives, chiral vehicles for pharmaceuticals and the like. Also, 2,3-butanediol may serve as a very valuable raw material in chemical industry to synthesize other chemicals, for example, dehydrating 2,3-butanediol to form methyl ethyl ketone with quite extensive applications, and further dehydrating to form 1,3-butadiene. 2,3-Butanediol can be polymerized to produce styrene via a Diels-Alder reaction. 2,3-Butanediol and methyl ethyl ketone may condense and then subject to a hydrogenating reaction to form octane, which can be used to produce high quality materials for flight. 2,3-Butanediol reacts with acetic acid to form 2,3-butanediol diacetate, which can be added to butters to improve flavor. Generally, 2,3-butanediol, however, is not be separated and purified as a product due to its low yields in the 1,3-propanediol fermentation. to produce high quality materials for flight

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Further, in a process for preparing a polyester according to the present invention, crude 1,2-butanediol (hereinafter referred to as crude 1,2-BG) containing acetoxyhydroxybutane and/or diacetoxybutane may be used as 1,2-butanediol. Crude 1,2-BG is usually formed as a by-product during the preparation of 1,4-butanediol by the reaction of butadiene with acetic acid, such crude 1,2-BG contains various acetoxy compounds. For instance, from a gas chromatography analysis, a typical sample of such crude 1,2-BG has been found to have a composition comprising 54% by weight of 1,2-BG, 23% by weight of 1-acetoxy-2-hydroxybutane, 8% by weight of 1-hydroxy-2-acetoxybutane, 10% by weight of 1,2-diacetoxybutane and 5% by weight of other substances such as 1,3-butanediol and 1,4-butanediol, and thus it has been found that the major components of the impurities are acetoxy derivatives of 1,2-BG.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The conventional butadiene process starts with reaction of butadiene with acetic acid and oxygen-containing gas, followed by hydrogenation to obtain diacetoxybutane (see FIG. 1). As shown in FIG. 2, the resulting diacetoxybutane is hydrolyzed, and acetic acid and water are distilled off from the liquid reaction mixture containing crude 1,4-butanediol (hydrolyzate) in a first distillation tower. Diacetoxybutane and hydroxyacetoxybutane are separated from the hydrolyzate in a second distillation tower. The resulting crude 1,4-butanediol is hydrogenated with hydrogen gas in the presence of a catalyst for hydrogenation. After tetrahydrofuran (hereinafter abbreviated as THF) is concentrated in a third distillation tower, high purity 1,4-butanediol is recovered from a fourth distillation tower as a side stream or a bottom. containing gas

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A stream of hydrogen was used to transfer 5.3 mL (4.8 g) of ethyl acetate into the 16-lamp photoreactor. After irradiation for 20 h at 45° C., 1.8 g of the title product were obtained. The product was identified by comparison with the authentic compound made by hydrodimerizing vinyl acetate in the 4-lamp reactor at 25° C. to give 0.9 g of the product (52% yield) after the C--Hα to the --CO2 group. After irradiation for 20 h at 45° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Diacetoxybutene which had been prepared by catalytically reacting butadiene, acetic acid and an oxygen-containing gas with a palladium-based catalyst at 80° to 100° C, was hydrogenated in the presence of a palladium catalyst carried on activated carbon to produce diacetoxybutane having the composition set forth below. The resulting diacetoxybutane was then hydrolyzed in the presence of a cation exchange resin, DIAION SK1B, (trade mark, manufactured by Mitsubishi Chemical Industries Ltd.) at about 60° C and subjected to distillation to prepare crude 1,4-butanediol, which contained 98.5 % by weight of 1,4-butanediol, 0.7 % by weight of high boiling substances and 0.8 % by weight of other substances. at 80° to 100° C