Sodium Azide → 1-(Azidomethyl)-4-chlorobenzene
Reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[N-:10]=[N+:11]=[N-:12].[Na+]>CC(C)=O>[N:10]([CH2:6][C:5]1[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=1)=[N+:11]=[N-:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 4-chlorobenzyl bromide in acetone was treated with NaN3 and refluxed for 3 hours. The reactions was concentrated by 50% and diluted with saturated sodium chloride solution. The reaction was then extracted with Et2O, washed with brine, dried (Na2SO4) and concentrated to give 1-(azidomethyl)-4-chlorobenzene.
Workup
- temperaturerefluxed for 3 hours
- concentrationThe reactions was concentrated by 50%
- additiondiluted with saturated sodium chloride solution
- extractionThe reaction was then extracted with Et2O
- washwashed with brine
- dry with materialdried (Na2SO4)
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-4efa56c905e0450382d340523463d4f5
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08455513B2
Reaction notes
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