1,3-Butadiene → 2,6-Dimethylnaphthalene

HRID 617625

Reaction equation

HRID 617625 reaction equation
[CH3:1][C:2]1[C:7]2[CH:8]=CC=C(C)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:13]=[CH:14][CH:15]=[CH2:16]>CC1C=CC=CC=1C>[CH3:13][C:14]1[CH:6]=[CH:5][C:4]2[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:8][C:16]=2[CH:15]=1

Participants

4

Reactant 2

HCID 78451,3-ButadieneHCID 113061,5-Dimethylnaphthalene2×

Product 1

HCID 113872,6-Dimethylnaphthalene

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The present inventors synthesized 1,5-DMN from o-xylene and butadiene as the starting raw materials and isomerized the resultant 1,5-DMN to obtain the mixture of isomers consisting essentially of 1,5-, 1,6- and 2,6-DMNs, which was cooled as it is to precipitate 2,6-DMN crystal in the form of scale. The crystal thus obtained was poor in the efficiency of separation from the mother liquor at the time of filtration, whereby it was difficult to obtain highly pure 2,6-DMN. As is the case with the foregoing, 2,6-DMN crystal in the form of scale was obtained from the mixture of isomers containing 2,7-, 1,7-DMN, etc. other than 1,5-, 1,6- and 2,6-DMN as the starting raw material for crystallization, but it was extremely poor in filtration efficiency.

Workup

  1. customto obtain
  2. additionthe mixture of isomers
  3. temperature2,6-DMNs, which was cooled as it
  4. customto precipitate 2,6-DMN crystal in the form of scale
  5. customThe crystal thus obtained
  6. customwas poor in the efficiency of separation from the mother liquor at the time of filtration, whereby it

Sources & evidence

ORD record
ord-a4e82ec4219f4f7aa3863c06354f3ddf
Source dataset
uspto-grants-1999_09
Patent number
US05948949

Linked notes

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