Butanedione → HCID 538401, compound

HRID 477757Notes

Reaction equation

HRID 477757 reaction equation
[CH3:1][C:2](=[O:6])[C:3](=[O:5])[CH3:4]>CC(O)C>[OH:5][C:3]([CH3:4])([C:4]([OH:5])([CH3:1])[C:2](=[O:6])[CH3:3])[C:2](=[O:6])[CH3:1]

Participants

3

Reactant 1

HCID 650Butanedione

Product 1

HCID 538401HCID 538401, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

3,4-dihydroxy-3,4-dimethyl-2,5-hexanedione was prepared by photochemistry. A closed flask [Pyrex (trade mark)], which contained a solution of 20.1 g (0.23 mol) 2.3-butanedione in 81 g 2-propanol, was allowed to stand in daylight for 4.5 months. The solvent was evaporated under reduced pressure (about 20 mm Hg); traces of volatiles were removed by simultaneous evaporation with two parts of toluene of 40 ml. The semi-solid, white residue (13.9 g) was recrystallized twice with a mixture of ether and hexane in a ratio of 1:1, yielding 5.2 g colourless crystals having a melting point of 95°-96° C.

Workup

  1. customA closed flask [Pyrex (trade mark)], which contained
  2. waitto stand in daylight for 4.5 months
  3. customThe solvent was evaporated under reduced pressure (about 20 mm Hg)
  4. customtraces of volatiles were removed by simultaneous evaporation with two parts of toluene of 40 ml
  5. customThe semi-solid, white residue (13.9 g) was recrystallized twice with a mixture of ether and hexane in a ratio of 1:1

Sources & evidence

ORD record
ord-c78ec2042ab245919fb9861b85ab30a3
Source dataset
uspto-grants-1989_12
Patent number
US04889736

Reaction notes

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