HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 42625373, compound → HCID 42625375, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 42625373 | HCID 42625373 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Butyl ether | HCID 8909 | — |
| Product | HCID 42625375 | HCID 42625375 | 85% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
A solution of the product from Example 17D (1.95 g, 4.815 mmol) in tetrahydrofuran (50 mL) at −78° C. was treated methylmagnesium bromide in butyl ether (5.7 mL, 1 M). The mixture was stirred 0.5 hours at −78° C., quenched with acetone (3 mL) and 10% citric acid. The reaction mixture was partitioned between ethyl acetate and 1 N NaHCO3, and the organic phase layer was decanted and concentrated. The residue was purified by flash chromatography on silica gel eluting with 25%-50% ethyl acetate in hexane give the title compound (1.6 g, 85% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834043B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-15d7493b671345dd85fae39c6eb1bce7 |
| Source note | uspto-grants-2010_11 |