Water → HCID 59633913, compound

HRID 1615061Notes

Reaction equation

HRID 1615061 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([O:9][CH3:10])[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:17]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23]Cl)=[CH:21][CH:20]=1)[CH3:18].O>CN(C=O)C>[CH2:17]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23][O:8][C:5]2[CH:6]=[CH:7][C:2]([I:1])=[CH:3][C:4]=2[O:9][CH3:10])=[CH:21][CH:20]=1)[CH3:18]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 738434-Ethylbenzyl chlorideHCID 101061274-iodo-2-methoxyphenol

Product 1

HCID 59633913HCID 59633913, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 4-iodo-2-methoxyphenol (90 g) in DMF (450 mL) were added K2CO3 (60 g) and 4-ethylbenzyl chloride (58 g) at RT. The reaction mixture was stirred at 80° C. for 3 hr. Water (900 mL) was added to the reaction mixture. The precipitated solid was collected on a filter and dried under reduced pressure. The suspension of this solid in heptane (520 mL) was stirred at RT. The precipitated solid was collected on a filter and dried under reduced pressure to give the title compound (115 g, 87%).

Workup

  1. customThe precipitated solid was collected on
  2. filtrationa filter
  3. customdried under reduced pressure
  4. additionThe suspension of this solid in heptane (520 mL)
  5. stirringwas stirred at RT
  6. customThe precipitated solid was collected on
  7. filtrationa filter
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-b974f25500f94a3a8049a6ef4e19be96
Source dataset
uspto-grants-2014_07
Patent number
US08765739B2

Reaction notes

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