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Acetic Acid → Diacetoxy-butene

HRID 56343
Notes
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Reaction equation

HRID 56343 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 977OxygenHCID 78451,3-ButadieneHCID 80641,4-Butanediol

Product 1

HCID 18688720Diacetoxy-butene

Procedure

It is possible to obtain 1,4BG which is contained in the 1,4-butanediol-containing composition of the present invention by production methods which have hitherto been known. For example, there are included 1,4BG obtained by conducting an acetoxylation reaction using raw material butadiene, acetic acid, and oxygen to obtain diacetoxybutene that is an intermediate and hydrogenating and hydrolyzing the diacetoxybutene; 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; crude 1,4BG obtained by hydrogenating butynediol obtained by bringing acetylene as a raw material into contact with a formaldehyde aqueous solution; 1,4BG obtained through oxidation of propylene; 1,4BG obtained by hydrogenating succinic acid obtained by a fermentation method; 1,4BG obtained by means of direct fermentation from a biomass such as a sugar, etc.; and the like.

Workup

  1. customto obtain 1,4BG which
  2. additioncontaining composition of the present invention by production methods which
  3. customan acetoxylation reaction

Sources & evidence

ORD record
ord-57dd071250b348eeae137e76768516a2
Source dataset
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09434706B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes