Butanedione → 3-Hydroxy-3-phenylbutan-2-one
Reaction equation
[CH3:1][C:2](=[O:6])[C:3](=[O:5])[CH3:4].[C:7]1(C)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1COCC1>[OH:5][C:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([CH3:4])[C:2](=[O:6])[CH3:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The Grignard reagent (6.13 moles) was added to 480 g of 2,3-butanedione dissolved in 1.95 L of THF and 3.25 L of PhMe while maintaining the temperature at -6° C.±4° C. After the reaction was complete, it was quenched with 5% sulfuric acid to pH=4.5±1, then worked up as in Example I to give 689 g of crude product. Vacuum distillation (88°-93° C., 1.2-3 mm Hg) gave 3-hydroxy-3-phenylbutan-2-one in 56.6% yield.
Workup
- customit was quenched with 5% sulfuric acid to pH=4.5±1
- customto give 689 g of crude product
- distillationVacuum distillation (88°-93° C., 1.2-3 mm Hg)
Sources & evidence
- ORD record
- ord-137fd4167e004b4090f1c1e3bd5914c4
- Source dataset
- uspto-grants-1987_11
- Patent number
- US04704475
Reaction notes
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