Benzyl azide → (1-benzyl-1H-1,2,3-triazol-5-yl)diphenylmethanol

HRID 387407Notes

Reaction equation

HRID 387407 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]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([OH:20])[C:18]#[CH:19])[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:18]([C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[OH:20])=[CH:19][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 92976Diphenylethynylcarbinol

Product 1

HCID 68431884(1-benzyl-1H-1,2,3-triazol-5-yl)diphenylmethanol

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 (0.200 g, 1.50 mmol), 1,1-diphenyl-2-propyn-1-ol (0.344 g, 1.65 mmol), Cp*RuCl(PPh3)2 (12 mg, 0.015 mmol). Solvent, benzene; reaction temperature, 80° C.; reaction time, 4 hours; yield, 0.39 g (75%). The reaction was performed under air. EI-MS: m/z 342 [M+1].

Workup

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

Sources & evidence

ORD record
ord-872830791699454a8d5a26150a5d49ec
Source dataset
uspto-grants-2013_02
Patent number
US08372986B2

Reaction notes

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