Butanedione → HCID 538401, compound
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
Product 1
Reagents, catalysts & solvents 1
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
- customA closed flask [Pyrex (trade mark)], which contained
- waitto stand in daylight for 4.5 months
- customThe solvent was evaporated under reduced pressure (about 20 mm Hg)
- customtraces of volatiles were removed by simultaneous evaporation with two parts of toluene of 40 ml
- 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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