HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methoxymethyl-triphenylphosphonium chloride → HCID 89690325, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methoxymethyl-triphenylphosphonium chloride | HCID 2723798 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 89691123 | HCID 89691123 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89690325 | HCID 89690325 | 30% |
Reaction Steps
To a stirred solution of (methoxymethyl)triphenylphosphonium chloride (4.98 g) in THF (20 ml) was added lithium hexamethyldisilazide (1.0 M solution in hexane, 29 ml) at −15° C., and the resulting mixture was stirred at the same temperature for 30 min. A solution of 3-(6-bromo-1-methyl-1H-benzimidazol-2-yl)cyclobutanone (2.7 g) in THF (5 ml) was added to the reaction mixture, and the resulting mixture was stirred at room temperature for 16 h. The reaction mixture was quenched with saturated NH4Cl solution, concentrated in vacuo and diluted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, concentrated in vacuo and purified by column chromatography (hexane/EtOAc) to afford the title compound (850 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365540B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-f7eb5597bd3a4a0db8fa3f43eca9bb44 |
| Source note | uspto-grants-2016_06 |