Methanol → methyl 4-bromo-2-methylbutanoate

HRID 1695196Notes

Reaction equation

HRID 1695196 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

HCID 887MethanolHCID 22006287HCID 22006287, compound

Product 1

HCID 11745547methyl 4-bromo-2-methylbutanoateYield 51%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

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

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in CHCl3
  3. washwashed with water and brine
  4. customThe organic layer was collected
  5. dry with materialdried with Na2SO4
  6. 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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