HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → {4-[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-phenyl}-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (4-Ethynylphenyl)methanol | HCID 11170993 | — |
| Reactant | 1,5-Bis-benzyloxy-2-isopropyl-4-azido-benzene | HCID 71534202 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {4-[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-phenyl}-methanol | HCID 67985193 | 72% |
Reaction Steps
1,5-bis-benzyloxy-2-isopropyl-4-azido-benzene (890 mg, 2.38 mmol) was dissolved in DMF (5 ml) and (4-ethynylphenyl)-methanol (286 mg, 2.16 mmol) was added at RT. The flask was subjected to three vacuum-nitrogen cycles. [Cp*RuCl]4 was then added (116 mg, 0.11 mmol) and three further cycles were done. The reaction was left to RT until completion (monitored by TLC). AcOEt and water were then added. The organic phase was extracted four times with AcOEt, washed with water (three times) and brine (one time) and dried over Na2SO4; the solvent was removed under reduced pressure and the mixture was purified by column chromatography (PE/AcOEt: 60:40). The title compound was obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302998B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-90c29a7e56c844fa858f240026d10232 |
| Source note | uspto-grants-2016_04 |