Ethanol → Ethyl 2-bromoisovalerate
Reaction equation
[Br:1][CH:2]([CH:6]([CH3:8])[CH3:7])[C:3]([OH:5])=[O:4].S(=O)(=O)(O)O.C(=O)([O-])[O-].[Na+].[Na+].[CH2:20](O)[CH3:21]>>[Br:1][CH:2]([CH:6]([CH3:8])[CH3:7])[C:3]([O:5][CH2:20][CH3:21])=[O:4]Participants
5
Procedure
To a solution of 2-bromo-3-methylbutanoic acid (3 g, 16.5 mmol) in ethanol (200 ml), was added concentrated sulfuric acid (4 ml). After 36 h under reflux ebullition, the reaction medium, returned to ambient temperature, was neutralized with an aqueous saturated sodium carbonate solution. After distillation of the ethanol, the reaction medium was extracted with dichloromethane (100 ml). The organic phase was dried over magnesium sulfate and the solvent was evaporated to give ethyl 2-bromo-3-methylbutanoate (1.91 g, 55%).
Workup
- temperatureAfter 36 h under reflux ebullition
- customreturned to ambient temperature
- distillationAfter distillation of the ethanol
- extractionthe reaction medium was extracted with dichloromethane (100 ml)
- dry with materialThe organic phase was dried over magnesium sulfate
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-3d5219f2117b4f30be61893034778497
- Source dataset
- uspto-grants-2005_06
- Patent number
- US06911450B1
Reaction notes
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