4-Bromobenzyl bromide → HCID 18403808, compound

HRID 274246Notes

Reaction equation

HRID 274246 reaction equation
[CH3:1][O-:2].[Na+].[Na].Br[C:6]1[CH:13]=[CH:12][C:9]([CH2:10][Br:11])=[CH:8][CH:7]=1>CO>[CH3:1][O:2][CH:10]([Br:11])[C:9]1[CH:12]=[CH:13][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 685274-Bromobenzyl bromideHCID 5360545SodiumHCID 10942334Sodium Methoxide

Product 1

HCID 18403808HCID 18403808, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of sodium methylate, prepared from 11.8 g of sodium and 350 ml of methanol, is introduced dropwise into a suspension of 117.7 g of 4-bromobenzyl bromide in 350 ml of methanol. The mixture is stirred for 2 h at room temperature and left to stand overnight. The methanol is evaporated off, the residue is taken up in ether and the organic phase is washed with water and then dried and concentrated to give a yellow oil, which is purified by distillation to give 102 g of bromobenzyl methyl ether as a colorless liquid.

Workup

  1. waitleft
  2. waitto stand overnight
  3. customThe methanol is evaporated off
  4. washthe organic phase is washed with water
  5. customdried
  6. concentrationconcentrated
  7. customto give a yellow oil, which
  8. distillationis purified by distillation

Sources & evidence

ORD record
ord-47a5b9cea06c4d50b72d1c6d6e456822
Source dataset
uspto-grants-1995_02
Patent number
US05389632

Reaction notes

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