HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol | HCID 64556 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | 3,5-Dimethylpyrazole-4-boronic acid, pinacol ester | HCID 16217713 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-1H-pyrazole | HCID 86681254 | — |
Reaction Steps
To a solution of 1-adamantanemethanol (0.090 g), 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.160 g) and cyanomethylenetributylphosphorane (0.215 g) were added and stirred together in toluene (2 mL) at room temperature. After stirring overnight the reaction was loaded directly onto silica gel and eluted using a gradient of 2% to 20% ethyl acetate/hexanes to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889675B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-63ff3c89dfbb4fed8261f7af31e51bea |
| Source note | uspto-grants-2014_11 |