HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 14970868, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzyl chloromethyl ether | HCID 137983 | — |
| Reactant | 4-Methylbenzimidazole | HCID 1519341 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 14970868 | HCID 14970868 | 24.2% |
Reaction Steps
To a solution of Intermediate 171.1 (130 mg, 0.984 mmol) in 3 mL THF at rt, was added sodium hydride (60%, 43 mg, 1.1 mmol). The mixture was stirred 5 min, then BOM-Cl (80%, 0.204 mL, 1.18 mmol) was added. The mixture was stirred at rt for 2 h, then was diluted with EtOAc, washed with H2O (2×) and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 100% EtOAc/hexanes gradient) to afford 60 mg of Intermediate 171.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576098B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-fa0ab2e1857044818e912c1a9f17e0f1 |
| Source note | uspto-grants-2009_08 |