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Phosphorus tribromide → 3-Methoxybenzyl bromide

HRID 36341
Notes
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Reaction equation

HRID 36341 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6]O.P(Br)(Br)[Br:12]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6][Br:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 814373-Methoxybenzyl alcohol

Product 1

HCID 40672073-Methoxybenzyl bromide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 270 ul of 3-methoxybenzyl alcohol in 2.5 ml of dry tetrahydrofuran is cooled to 0° C. and 120 ul PBr3 added, followed by stirring for three hours. The reaction mixture is extracted with ether and the organic layer washed with saturated sodium bicarbonate and evaporated to give the desired product.

Workup

  1. extractionThe reaction mixture is extracted with ether
  2. washthe organic layer washed with saturated sodium bicarbonate
  3. customevaporated

Sources & evidence

ORD record
ord-d0021b55fed847d8be332381521d5721
Source dataset
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05414001

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes