Methanol → Methyl 4-bromo-2-methylbutanoate
Reaction equation
[Br:1][CH2:2][CH2:3][CH:4]([CH3:8])[C:5](Br)=[O:6].[CH3:9][OH:10]>C(Cl)(Cl)Cl>[CH3:9][O:10][C:5](=[O:6])[CH:4]([CH3:8])[CH2:3][CH2:2][Br:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 4-bromo-2-methyl-butyryl bromide (6.2 g, 43.0 mmol, 1.0 eq) in CHCl3 (10 mL) was cooled at 0° C. MeOH (10 mL) was slowly added and the resulting mixture stirred at room temperature for 16 hours. The solvent was evaporated and the residue dissolved in CHCl3 and washed with water and brine. The organic layer was collected and dried with Na2SO4. Evaporation of the solvent gave 4-bromo-2-methyl-butyric acid methyl ester as thick oil (4.3 g, yield 51%).
Workup
- customThe solvent was evaporated
- dissolutionthe residue dissolved in CHCl3
- washwashed with water and brine
- customThe organic layer was collected
- dry with materialdried with Na2SO4
- customEvaporation of the solvent
Sources & evidence
- ORD record
- ord-8802e8e0de3240fdb0704d4d3ad22367
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163729B2
Reaction notes
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