Phosphorus tribromide → 2-Bromobenzyl bromide

HRID 1076564Notes

Reaction equation

HRID 1076564 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4]O.P(Br)(Br)[Br:11]>>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][Br:11]

Participants

3

Procedure

To 187.0 g of o-bromobenzyl alcohol at room temperature, with stirring, is added dropwise, 271.0 g of phosphorus tribromide. After the addition is complete, stirring is continued for three hours at room temperature. The mixture is then heated at 90°-100° for three hours and poured into 6 kg of crushed ice. The hydrolysis mixture is extracted with three 600 ml portions of ether, the ether extracts are washed, dried, and concentrated to give o-bromobenzyl bromide, bp. about 130°-132° (15mm).

Workup

  1. additionis added dropwise
  2. additionAfter the addition
  3. temperatureThe mixture is then heated at 90°-100° for three hours
  4. extractionThe hydrolysis mixture is extracted with three 600 ml portions of ether
  5. washthe ether extracts are washed
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-cb7a264580324cd4912c2a24b603a929
Source dataset
uspto-grants-1976_05
Patent number
US03957787

Reaction notes

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