Levulinic Acid → 3-Bromo-4-oxopentanoic acid
Reaction equation
[O:1]=[C:2]([CH3:8])[CH2:3][CH2:4][C:5]([OH:7])=[O:6].[Br:9]Br>Cl>[Br:9][CH:3]([C:2](=[O:1])[CH3:8])[CH2:4][C:5]([OH:7])=[O:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Concentrated hydrochloric acid (20 ml) was added to 4-oxopentanoic acid (5.0 g), and bromine was added dropwise thereto at −15° C. The mixture was stirred at a room temperature. After 4 hours, the reaction solution was poured into ice water (45 ml). The reaction solution was subjected to extraction with ethyl ether, and the organic layer was washed with a saturated saline solution, dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure to give the title compound (7.06 g, 84%).
Workup
- additionwas added dropwise
- customat −15° C
- extractionThe reaction solution was subjected to extraction with ethyl ether
- washthe organic layer was washed with a saturated saline solution
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under a reduced pressure
Sources & evidence
- ORD record
- ord-760210fe97d9471d9a17f4828b47d075
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09200008B2
Reaction notes
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