Phosphorus tribromide → 1-(Bromomethyl)-3-chlorobenzene

HRID 36340

Reaction equation

HRID 36340 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5]O.P(Br)(Br)[Br:11]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][Br:11]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 701173-Chlorobenzyl alcohol

Product 1

HCID 698381-(Bromomethyl)-3-chlorobenzene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 260 ul of 3-chlorobenzyl alcohol dissolved in 2.5 ml of dry tetrahydrofuran is cooled to 0° C. and 120 ul of PBr3 added. The reaction is stirred for 3 hours and extracted with ether. The organic layer is washed with saturated sodium bicarbonate and evaporated to give the desired product.

Workup

  1. extractionextracted with ether
  2. washThe organic layer is washed with saturated sodium bicarbonate
  3. customevaporated

Sources & evidence

ORD record
ord-2e356bec6541419499a7e4e5503f2522
Source dataset
uspto-grants-1995_05
Patent number
US05414001

Linked notes

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