Benzene → Buta-1,3-diynylbenzene

HRID 1614374Notes

Reaction equation

HRID 1614374 reaction equation
[CH:1]#[C:2][C:3]#[CH:4].[OH-].[K+].[CH:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[C:7]1([C:1]#[C:2][C:3]#[CH:4])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 99971,3-ButadiyneHCID 14797Potassium Hydroxide

Product 1

HCID 11355482Buta-1,3-diynylbenzene

Procedure

The thus-obtained diacetylene derivative represented by the formula (IX) is then dissolved in benzene and refluxed while being heated for 30 min. to 1 hour in the presence of potassium hydroxide. After the reaction has been completed, the reaction mixture is filtered, and the solvent is then evaporated. The residure is then purified by silica-gel column chromatography to obtain a phenylbutadiyne derivative represented by the formula (X).

Workup

  1. temperaturerefluxed
  2. filtrationthe reaction mixture is filtered
  3. customthe solvent is then evaporated
  4. customThe residure is then purified by silica-gel column chromatography

Sources & evidence

ORD record
ord-ae9e4a22b0b243b4af96ec7dffa206fb
Source dataset
uspto-grants-1993_03
Patent number
US05196586

Reaction notes

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