2-Bromobenzyl bromide → 1-Bromo-2-(methoxymethyl)benzene

HRID 1656704

Reaction equation

HRID 1656704 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4]Br.[CH3:10][O-:11].[Na+]>CO>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][O:11][CH3:10]

Participants

4

Reactant 2

HCID 769652-Bromobenzyl bromideHCID 10942334Sodium Methoxide

Product 1

HCID 129271621-Bromo-2-(methoxymethyl)benzeneYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

685 g (2.74 mol) of o-bromobenzyl bromide are refluxed together with 2.74 mol of a 30% strength sodium methylate solution in methanol for 15 hours. The mixture is cooled and then concentrated, the residue is taken up in ethyl acetate, and the solution is washed with water. The organic phase is dried over sodium sulfate and then concentrated. 478.2 g (87%) of product are obtained as a colorless liquid.

Workup

  1. temperatureThe mixture is cooled
  2. concentrationconcentrated
  3. washthe solution is washed with water
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ac990156198e4b42a08f29931fbd0efa
Source dataset
uspto-grants-1993_10
Patent number
US05254717

Linked notes

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