HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → HCID 23144547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 23144187 | HCID 23144187 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23144547 | HCID 23144547 | 63% |
Reaction Steps
Compound 92 (298 mg, 1.01 mmol) was dissolved in THF (10 mL), and a 1.59 mol/L solution of n-butyllithium in n-hexane (5.70 mL, 9.06 mmol) was added thereto in a stream of argon at −78° C., followed by stirring at room temperature for 2 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane:ethyl acetate=3:1) to afford the entitled Compound 395 (224 mg, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889718B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-42ecaa4fb6f04461a1ec0017cf25daf3 |
| Source note | uspto-grants-2014_11 |