Sulfuric Acid → HCID 21259087, compound

HRID 413328Notes

Reaction equation

HRID 413328 reaction equation
[Br:1][CH2:2][CH:3]([CH:7]([CH3:9])[CH3:8])[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:15][C:16](=[CH2:18])[CH3:17].C(=O)([O-])O.[Na+]>ClCCl>[C:16]([O:5][C:4](=[O:6])[CH:3]([CH2:2][Br:1])[CH:7]([CH3:9])[CH3:8])([CH3:18])([CH3:17])[CH3:15]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 516892Sodium BicarbonateHCID 18532999HCID 18532999, compound

Product 1

HCID 21259087HCID 21259087, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-bromomethyl-3-methyl-butyric acid (52.1 g, 0.267 mol) in dichloromethane (150 ml) was added concentrated sulphuric acid (2.85 ml) and isobutylene (150 ml). The mixture was stirred in a Parr vessel at room temperature for 24 hours. The mixture was slowly added to a saturated solution of sodium hydrogencarbonate (300 ml) and extracted with dichloromethane (50 ml). The organic layer was washed with brine (100 ml), separated, dried over magnesium sulphate, filtered and the solvent removed in vacuo to afford the title compound as a pale yellow oil (66.4 g, 99%).

Workup

  1. extractionextracted with dichloromethane (50 ml)
  2. washThe organic layer was washed with brine (100 ml)
  3. customseparated
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-61d1807db1cd4b3c959155b3b44a2ce6
Source dataset
uspto-grants-2003_05
Patent number
US06566384B1

Reaction notes

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