Potassium Hydroxide → HCID 15085714, compound

HRID 2166313Notes

Reaction equation

HRID 2166313 reaction equation
[Br:1][CH:2]([CH2:11]Br)[C:3]([CH3:10])([CH3:9])[C:4]([O:6][CH2:7]C)=[O:5].[OH-].[K+]>CO.O>[Br:1][C:2](=[CH2:11])[C:3]([CH3:10])([CH3:9])[C:4]([O:6][CH3:7])=[O:5]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 15085729HCID 15085729, compound

Product 1

HCID 15085714HCID 15085714, compoundYield 39.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

Ethyl 3,4-dibromo-2,2-dimethylbutanoate (6.3 g), prepared as described in Example 3 above, was treated with 3.6 g of potassium hydroxide in 50 mL of 4:1 methanol:water and stirred 16 hours at ambient temperature. The solution was diluted with 100 mL of water and extracted with ether. The organic layer was washed with a saturated brine solution, dried and concentrated in vacuo to give 1.7 g of methyl 3-bromo-2,2-dimethylbut-3-enoate as an oil.

Workup

  1. extractionextracted with ether
  2. washThe organic layer was washed with a saturated brine solution
  3. customdried
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ebed3aada6d44c6e8568fa981849fb9c
Source dataset
uspto-grants-1990_07
Patent number
US04944795

Reaction notes

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