4-Bromophenol → 1-Bromo-4-(2-methylpropoxy)benzene

HRID 646107Notes

Reaction equation

HRID 646107 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.I[CH2:10][CH:11]([CH3:13])[CH3:12].[OH-].[Na+]>CN(C=O)C>[Br: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

5

Reactant 3

HCID 78084-BromophenolHCID 10556Isobutyl iodideHCID 14798Sodium Hydroxide

Product 1

HCID 153241111-Bromo-4-(2-methylpropoxy)benzeneYield 19.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-bromophenol (2.4 g, 13.8 mmol), 1-iodo-2-methylpropane (3.45 mL, 20 mmol), sodium hydroxide (0.8 g, 20 mmol) and DMF (2 mL) were allowed to react to yield the sub-title compound (615 mg, 19%).

Workup

  1. customto react

Sources & evidence

ORD record
ord-47a34356242e46739ddb6a8245673667
Source dataset
uspto-grants-2010_04
Patent number
US07705023B2

Reaction notes

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