1-Nonyne → 4-n-Heptyl-1,2,3-triazole
Reaction equation
[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[Si]([N:14]=[N+:15]=[N-:16])(C)(C)C>CCOCC>[CH2:7]([C:8]1[N:14]=[N:15][NH:16][CH:9]=1)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
##STR8## 1-Nonyne (5.0 g) and Me3SiN3 (6.2 g) were sealed into a heavy-walled glass reactor at -70° C. and 0.6 mm Hg. The mixture was heated at 150° C. for 34 hours, cooled and dissolved in Et2O. The Et2O solution was washed successively with 5 percent aq. HCl, 7 percent aq. NaHCO3, saturated aq. NaCl, dried over MgSO4, filtered and distilled to give 3.89 g (58%) pale yellow oil, bp 110-130/0.05 mm whose NMR spectrum and elemental analysis confirm its structure.
Workup
- temperaturecooled
- washThe Et2O solution was washed successively with 5 percent aq. HCl, 7 percent aq. NaHCO3, saturated aq. NaCl
- dry with materialdried over MgSO4
- filtrationfiltered
- distillationdistilled
- customto give 3.89 g (58%)
Sources & evidence
- ORD record
- ord-8255747d96424cc5ae7f49f610c13074
- Source dataset
- uspto-grants-1978_09
- Patent number
- US04115288
Reaction notes
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