Acetic Acid → Diacetoxy-butene

HRID 56344

Reaction equation

HRID 56344 reaction equation
[CH2:1](O)[CH2:2][CH2:3][CH2:4][OH:5].C=C[CH:9]=[CH2:10].[O:11]=O.[C:13]([OH:16])(=[O:15])[CH3:14]>>[C:13]([O:16][C:4]([O:5][C:9](=[O:11])[CH3:10])=[CH:3][CH2:2][CH3:1])(=[O:15])[CH3:14]

Participants

5

Procedure

For example, in the case of obtaining the 1,4-butanediol-containing composition by conducting an acetoxylation reaction using raw material butadiene, acetic acid, and oxygen to obtain diacetoxybutene that is an intermediate and hydrolyzing the diacetoxybutene and water, the diacetoxybutene may be produced by introducing the amide into a diacetoxylation reactor, or 1,4-diacetoxybutane containing a nitrogen content may be produced by introducing the amide in a subsequent hydrogenation step. In addition, a mixture containing 1,4-butanediol, water, and 1-acetoxy-4-hydroxybutane may be obtained by introducing the amide in a hydrolysis step. In addition, the amide may also be introduced into a distillation column for obtaining a purified product 1,4BG having a high purity, which has been separated from such a mixture, or in a hydrogenation step for removing impurities. In addition, for example, in the case of obtaining a hydrogenation reaction mixture containing 1,4BG obtained by using maleic acid, succinic acid, maleic anhydride, and/or fumaric acid as a raw material and hydrogenating such a raw material, γ-butyrolactone, and tetrahydrofuran, the amide may be introduced into this hydrogenation reaction mixture. Incidentally, in the case of adding the amide on the way of a process of such a production step, as for its addition amount, an amount of the amide larger than 50 ppm by weight is allowed to be added. That is, the addition amount of the amide may be adjusted such that the amide is contained in a concentration, as converted into a nitrogen atom, of from 1.0 to 50 ppm by weight in the finally obtained 1,4-butanediol-containing composition.

Workup

  1. additioncontaining composition
  2. customan acetoxylation reaction

Sources & evidence

ORD record
ord-98308803e68a4a83b96ade4270909f7d
Source dataset
uspto-grants-2016_09
Patent number
US09434706B2

Linked notes

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