HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → 5-(4-Bromo-3-methyl-phenoxymethyl)-1-(2,6-dichloro-phenyl)-4-isopropyl-1H-[1,2,3]triazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 4-Bromo-m-cresol | HCID 72857 | — |
| Reactant | (1-(2,6-dichlorophenyl)-4-isopropyl-1H-1,2,3-triazol-5-yl)methanol | HCID 45790389 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(4-Bromo-3-methyl-phenoxymethyl)-1-(2,6-dichloro-phenyl)-4-isopropyl-1H-[1,2,3]triazole | HCID 66704069 | 68% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of [3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-yl]-methanol (300 mg, 1.05 mmol) in toluene (4 mL) are added 4-bromo-3-methyl-phenol (196 mg, 1.05 mmol) and tri-n-butylphosphine (394 μL, 1.58 mmol). The reaction mixture is cooled to 0° C. To the reaction mixture is added 1,1′-(Azocarbonyl)-dipiperidine (399 mg, 1.58 mmol) and the reaction mixture is warmed to room temperature. After 6 h, the reaction mixture is concentrated and the residue is chromatographed eluting with 10% to 20% EtOAc/hexanes to yield the title compound (324 mg, 68%). LC-ES/MS m/e 455.7 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106077B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-8a7741ae88f74e548f0102b4d09b6275 |
| Source note | uspto-grants-2012_01 |