Benzyl Bromide → 4-Bromo-2-ethyl-6-methyl-1-benzyloxybenzene

HRID 643118Notes

Reaction equation

HRID 643118 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([OH:9])=[C:4]([CH2:10][CH3:11])[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(#N)C>[CH2:18]([O:9][C:5]1[C:6]([CH3:8])=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[CH2:10][CH3:11])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 220068384-Bromo-2-ethyl-6-methylphenol

Product 1

HCID 220068134-Bromo-2-ethyl-6-methyl-1-benzyloxybenzene

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 39.8 g (185 mmol) 4-bromo-2-ethyl-6-methyl-phenol, 63.9 g (0.46 mmol) K2CO3 and 22.0 mL (185 mmol) benzylbromide in 450 mL acetonitrile was refluxed for 3 h, cooled to RT and evaporated down i.vac. The residue was combined with EtOAc, the organic phase was washed with water and saturated NaCl solution, dried over Na2SO4 and evaporated down i.vac.

Workup

  1. temperaturewas refluxed for 3 h
  2. customevaporated down i.vac
  3. washthe organic phase was washed with water and saturated NaCl solution
  4. dry with materialdried over Na2SO4
  5. customevaporated down i.vac

Sources & evidence

ORD record
ord-7ed29cdc0eda4984ad8d2aeb9fbd574b
Source dataset
uspto-grants-2010_04
Patent number
US07696209B2

Reaction notes

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