HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N,N',N'-Tetramethylethylenediamine → (1S*,2R*)-2-(1-Methyl-1H-pyrazol-5-yl)cycloheptanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 8-Oxabicyclo(5.1.0)octane | HCID 67512 | — |
| Reactant | 1H-Pyrazole, 1-methyl- | HCID 70255 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1S*,2R*)-2-(1-Methyl-1H-pyrazol-5-yl)cycloheptanol | HCID 89963045 | 13% |
Reaction Steps
The reaction and aftertreatment were conducted in the same manner as in Example 4a by using 1-methylpyrazole (3.66 g, 44.6 mmol), N,N,N′,N′-tetramethylethylenediamine (6.68 mL, 44.6 mmol), n-butyl lithium (1.63 M solution in hexane; 32 mL, 52.2 mmol), 1,2-epoxycycloheptane (5.0 g, 44.6 mmol) and THF (60 mL), to yield the title compound (1.13 g, 13%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889741B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-3fc117bbd9d64ddd9db3c5e6f0369bf5 |
| Source note | uspto-grants-2014_11 |