Hydrogen Bromide → HCID 10036524, compound

HRID 463043Notes

Reaction equation

HRID 463043 reaction equation
C(O[CH2:5][CH2:6][CH2:7][CH2:8][C:9]([CH3:14])([CH3:13])[C:10]([OH:12])=[O:11])(=O)C.O.[BrH:16]>>[Br:16][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([CH3:14])([CH3:13])[C:10]([OH:12])=[O:11]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 202819056-Acetoxy-2,2-dimethylhexanoic acid

Product 1

HCID 10036524HCID 10036524, compoundYield 91%

Conditions

Temperature
130 °C

Procedure

6-Acetoxy-2,2-dimethylhexanoic acid (4.5 g) was dissolved in 47% aqueous hydrobromic acid (25 ml), and the solution was heated at 130° C. for 4 hours. After the completion of the reaction, water (100 ml) was added to the solution, and the product was extracted with ether. The organic layer was washed with water, dried and concentrated under reduced pressure. The residue was chromatographed on a column of silica gel, and development with isopropyl ether yielded 6-bromo-2,2-dimethylhexanoic acid (4 g, 91%).

Workup

  1. additionwas added to the solution
  2. extractionthe product was extracted with ether
  3. washThe organic layer was washed with water
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was chromatographed on a column of silica gel, and development with isopropyl ether

Sources & evidence

ORD record
ord-e4cfa8b1063441a49398f0ae5e38d391
Source dataset
uspto-grants-1985_05
Patent number
US04518602

Reaction notes

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