Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 68523335 | HCID 68523335 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68768313 | HCID 68768313 | 73.3% |
Reaction Steps
0.4 g (1 mmol) of the compound obtained in Example 38 was dissolved in anhydrous tetrahydrofuran, and the mixture was cooled to 0° C. 40 mg (1 mmol) of 60% NaH and 0.14 g (1 mmol) of methyliodide were sequentially added to the reaction mixture, and the mixture was stirred at room temperature for 5 hours. Ice was added to the reaction mixture and resulting mixture was extracted three times with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and distilled under a reduced pressure. The resulting residue was subjected to column chromatography (ethyl acetate:n-hexane=1:2) to obtain the title compound (300 mg, 73.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08293774B2 |
|---|
| Source dataset | uspto-grants-2012_10 |
|---|
| ORD ID | ord-98249ebf137e4f269d4857d58b19237a |
|---|
| Source note | uspto-grants-2012_10 |
|---|