Acetone → HCID 4180381, compound

HRID 1978793Notes

Reaction equation

HRID 1978793 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([OH:9])[CH:3]=1.Br[CH2:11][CH2:12][CH3:13].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[CH3:22][C:23]([CH3:25])=O>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:11][CH2:12][CH3:13])=[C:4]([O:9][CH2:22][CH2:23][CH3:25])[CH:3]=1

Participants

6

Reactant 5

HCID 180AcetoneHCID 5238Sodium IodideHCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 284874-Bromocatechol

Product 1

HCID 4180381HCID 4180381, compound

Procedure

In acetone (100 ml) were suspended 4-bromo-1,2-dihydroxybenzene (9.0 g), 1-bromopropane (9.1 ml), potassium carbonate (19.7 g) and sodium iodide (15.0 g), and the mixture was refluxed overnight. The solvent was evaporated, and to the residue was added water. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, and dried with anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified with distillation under reduced pressure to give 4-bromo-1,2-dipropoxybenzene (11.2 g) as colorless oil.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. customThe solvent was evaporated
  3. additionto the residue was added water
  4. extractionThe mixture was extracted with ethyl acetate
  5. washthe organic layer was washed with water and saturated brine
  6. dry with materialdried with anhydrous magnesium sulfate
  7. customThe solvent was evaporated
  8. distillationthe residue was purified with distillation under reduced pressure

Sources & evidence

ORD record
ord-032c33f7b01447b6abbdcd092a8a7fc3
Source dataset
uspto-grants-2001_05
Patent number
US06235771B1

Reaction notes

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