1-Bromo-2-methylpropane → HCID 53994733, compound

HRID 330810Notes

Reaction equation

HRID 330810 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.Br[CH2:10][CH:11]([CH3:13])[CH3:12].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[I:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:10][CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 108944-IodophenolHCID 11430Potassium Carbonate

Product 1

HCID 53994733HCID 53994733, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

3.00 g (13.6 mmol) 4-iodophenol, 1.60 mL (15.0 mmol) 1-bromo-2-methylpropane and 7.50 g (54.5 mmol) K2CO3 are dissolved in 30 mL DMF and stirred at 80° C. for 4 h. Afterwards the reaction mixture is diluted with water and extracted with EtOAc. The organic layer is washed with diluted aq. NaOH (2×) and water (2×), dried over MgSO4 and the solvent is removed in vacuo. The crude product is used without further purification.

Workup

  1. extractionextracted with EtOAc
  2. washThe organic layer is washed with diluted aq. NaOH (2×) and water (2×)
  3. dry with materialdried over MgSO4
  4. customthe solvent is removed in vacuo
  5. customThe crude product is used without further purification

Sources & evidence

ORD record
ord-8436f839c3474a7ab2c751313a043b7e
Source dataset
uspto-grants-2014_11
Patent number
US08877754B2

Reaction notes

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