Hydrogen Bromide → 1-(Bromomethyl)-4-chlorobenzene
Reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]O)=[CH:4][CH:3]=1.[BrH:10]>>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][Br:10])=[CH:4][CH:3]=1Participants
3
Procedure
100 ml of HBr (48%) were heated to 90° and treated portionwise with 1.43 g (0.01 mol) of 4-chlorobenzyl alcohol. The mixture was stirred for 1/4 hr. and then cooled to room temperature. The mixture was extracted with ethyl acetate and the organic phase was washed with water and saturated sodium chloride solution and dried over sodium sulfate. 1.82 g (88.6%) of 4-chloro-benzyl bromide were obtained as colorless crystals; m.p. 53°-55°.
Workup
- extractionThe mixture was extracted with ethyl acetate
- washthe organic phase was washed with water and saturated sodium chloride solution
- dry with materialdried over sodium sulfate
Sources & evidence
- ORD record
- ord-16ef03654a3c4c8c9ace259878bd2c63
- Source dataset
- uspto-grants-1998_05
- Patent number
- US05753679
Reaction notes
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