Phenylacetylene → 1-benzyl-5-phenyl-1H-1,2,3-triazole

HRID 387401Notes

Reaction equation

HRID 387401 reaction equation
[CH2:1]([N:8]=[N+:9]=[N-:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:11]1([C:17]#[CH:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>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:17]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:18][N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 10821PhenylacetyleneHCID 12152Benzyl azide

Product 1

HCID 122473431-benzyl-5-phenyl-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 (0.100 g, 0.751 mmol), phenylacetylene (0.150 mL, 1.37 mmol), Cp*RuCl(PPh3)2 (30 mg, 0.038 mmol). Solvent, benzene; reaction temperature, r.t.; reaction time, 24 hours; yield, 0.13 g (75%). EI-MS: m/z 236 [M+1].

Workup

  1. customreaction temperature, r.t.
  2. customreaction time, 24 hours
  3. customyield

Sources & evidence

ORD record
ord-bcb97887a4644bcea677ea7136756d07
Source dataset
uspto-grants-2013_02
Patent number
US08372986B2

Reaction notes

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