Sodium Azide → 7-Azido-1-heptanol
Reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].Br[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13]>CN(C=O)C>[N:1]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])=[N+:2]=[N-:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
NaN3 (390 mg, 6.0 mmol) was added to a solution of 7-bromoheptanol (880 μL, 5.7 mmol) in DMF (5 mL). The mixture was stirred for 24 at r.t. and additional 3 h at 80° C. to complete the reaction. The mixture was concentrated under reduced pressure, the residue was dissolved in water/Et2O (10/20 mL), the organic layer was separated, dried over Na2SO4 and filtered. Concentration under reduced pressure yielded 7-azidoheptanol (710 mg, 78%) as an colourless oil which was pure enough for further reactions.
Workup
- customthe reaction
- concentrationThe mixture was concentrated under reduced pressure
- dissolutionthe residue was dissolved in water/Et2O (10/20 mL)
- customthe organic layer was separated
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationConcentration under reduced pressure
Sources & evidence
- ORD record
- ord-1f6be5fcaacb46758b1e08fcebe7dbe3
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08450348B2
Reaction notes
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