Acetate → HCID 85444138, compound

HRID 261240Notes

Reaction equation

HRID 261240 reaction equation
BrBr.[CH2:3]=[CH:4][CH:5]=[CH2:6].[C:7]([O-:10])(=[O:9])[CH3:8].[K+].[C:12]([O-:15])(=[O:14])[CH3:13]>C(O)(=O)C>[C:7]([O:10][C:4]([CH3:3])=[C:5]([O:15][C:12](=[O:14])[CH3:13])[CH3:6])(=[O:9])[CH3:8]

Participants

6

Reactant 4

HCID 175AcetateHCID 78451,3-ButadieneHCID 24408BromineHCID 517044Potassium Acetate

Product 1

HCID 85444138HCID 85444138, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Halogen, e.g., bromine, and a conjugated diene, e.g., butadiene, are reacted in vapor phase, the reacted mass condensed and contacted with alkali metal acetate dissolved or dispersed in an acid, e.g., potassium acetate in glacial acetic acid, thus causing a reaction of formed dibromobutene-2 with the acetate to form diacetoxy-2-butene. The latter is hydrogenated to the corresponding diacetoxylated alkane. The diacetoxy alkane is hydrolyzed to the dihydroxy alkane, e.g., 1,4-butanediol. Alternately, the diacetoxy alkene can be hydrolyzed and the hydrogenation then conducted.

Workup

  1. customthe reacted mass condensed
  2. dissolutiondissolved

Sources & evidence

ORD record
ord-ddaf74d2c4c0491f8aa8d9522fd2776e
Source dataset
uspto-grants-1979_08
Patent number
US04164616

Reaction notes

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