HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 70497804, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Reactant | HCID 178469916 | HCID 178469916 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70497804 | HCID 70497804 | 93.9% |
Reaction Steps
To a solution of ethyl 3-(5-chloro-2-cyclopropoxyphenyl)-1H-pyrazole-4-carboxylate (12 g, 39 mmol) in THF (200 mL) was added 60% sodium hydride in mineral oil (1.72 g, 43 mmol) and the reaction mixture was stirred for 10 min. SEMCl (7.2 g, 43 mmol) was added and the reaction mixture was stirred at room temperature overnight. The mixture was quenched with ice-water and extracted with EtOAc (300 mL×2). The combined organics were dried over sodium sulfate and concentrated in vacuo afford 16 g of the title compounds.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999998B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-167d677f377f432e8ce07a9ad154bc97 |
| Source note | uspto-grants-2015_04 |