Benzyl azide → 1-benzyl-5-(tert-butyl)-1H-1,2,3-triazole

HRID 387404Notes

Reaction equation

HRID 387404 reaction equation
[CH2:1]([N:8]=[N+:9]=[N-:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:11][C:12]([CH3:16])([CH3:15])[C:13]#[CH:14]>C[C-]1C(C)=C(C)C(C)=C1C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Ru+].C1C=CC=CC=1>[CH2:1]([N:8]1[C:13]([C:12]([CH3:16])([CH3:15])[CH3:11])=[CH:14][N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 12152Benzyl azideHCID 135123,3-Dimethyl-1-butyne

Product 1

HCID 161292781-benzyl-5-(tert-butyl)-1H-1,2,3-triazole

Reagents, catalysts & solvents 2

HCID 71310463Chlororuthenium(1+) 1,2,3,4,5-pentamethylcyclopenta-2,4-dien-1-ide--triphenylphosphane (1/1/2)CatalystHCID 241BenzeneSolvent

Procedure

Benzyl azide (0.400 g, 3.00 mmol), 3,3-dimethyl-1-butyne (0.556 ml, 4.51 mmol), Cp*RuCl(PPh3)2 (50 mg, 0.063 mmol). Solvent, benzene; reaction temperature, 80° C.; reaction time, 4 hours; yield, 0.54 g (83%). EI-MS: m/z 216 [M+1].

Workup

  1. customreaction temperature, 80° C.
  2. customreaction time, 4 hours
  3. customyield

Sources & evidence

ORD record
ord-63615a7237a043cab4726ce2838e06ff
Source dataset
uspto-grants-2013_02
Patent number
US08372986B2

Reaction notes

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