Phosphorus tribromide → 2-Bromobenzyl bromide
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 3 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
- additionis added dropwise
- additionAfter the addition
- temperatureThe mixture is then heated at 90°-100° for 3 hours
- extractionThe hydrolysis mixture is extracted with three 600 ml portions of ether
- washthe ether extracts are washed
- customdried
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-e5a1b1172e224284b62b2440a0afc0d2
- Source dataset
- uspto-grants-1977_01
- Patent number
- US04001233
Reaction notes
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