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

HRID 36602
Notes
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Reaction equation

HRID 36602 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 769652-Bromobenzyl bromideHCID 10942334Sodium Methoxide

Product 1

HCID 129271621-Bromo-2-(methoxymethyl)benzene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

685 g (2.74 mol) of o-bromobenzyl bromide was refluxed with 2.74 mol of a 30% strength sodium methylate solution in methanol for 15 hours. After the mixture had cooled to room temperature it was evaporated down, taken up in ethyl acetate, and washed with water. After the organic phase had been dried over sodium sulfate, it was again evaporated down. There was obtained 478.2 g (87%) of the title substance as a colorless liquid.

Workup

  1. customwas evaporated down
  2. washwashed with water
  3. dry with materialAfter the organic phase had been dried over sodium sulfate, it
  4. customwas again evaporated down
  5. customThere was obtained 478.2 g (87%) of the title substance as a colorless liquid

Sources & evidence

ORD record
ord-38dfa61d18674d36a2a17eda1d4b5eb3
Source dataset
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05416068

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes