HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21707090, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Iodopyrazole | HCID 77022 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21707090 | HCID 21707090 | 96.1% |
Reaction Steps
A slurry of NaH (1.94 g, 48.5 mmol) in THF (40 mL) at 0° C. was treated with a solution of 4-iodopyrazole (8.97 g, 46.2 mmol) in THF (20 mL), stirred for 1 h, treated with SEM chloride (9.00 mL, 50.8 mmol), stirred at room temperature for 1 h, poured into water and extracted with ethyl acetate. The extracts were washed with brine, dried (MgSO4) and concentrated. The residue was chromatographed on silica gel with 10% ethyl acetate/hexanes to provide 14.4 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06284796B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-4ed1d729f35a42e7b06499c7aee895bc |
| Source note | uspto-grants-2001_09 |