Dimethylformamide → HCID 53994733, compound

HRID 76133Notes

Reaction equation

HRID 76133 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 4

HCID 6228DimethylformamideHCID 65551-Bromo-2-methylpropaneHCID 108944-IodophenolHCID 11430Potassium Carbonate

Product 1

HCID 53994733HCID 53994733, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

3.0 g (13.64 mmol) 4-iodophenol, 1.6 mL (15.00 mmol) 1-bromo-2-methylpropane and 7.5 g (54.54 mmol) K2CO3 are added to 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 with 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 with MgSO4
  4. customthe solvent is removed in vacuo
  5. customThe crude product is used without further purification

Sources & evidence

ORD record
ord-8bf875fc90d2493cbf6a104ec441162c
Source dataset
uspto-grants-2014_09
Patent number
US08835472B2

Reaction notes

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