HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Bromide → HCID 56962757, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67288595 | HCID 67288595 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 56962757 | HCID 56962757 | 17.1% |
Reaction Steps
To a solution of Compound 16 (50 mg, 0.101 mmol) in dry DMF (1 mL) was added NaH (6 mg, 0.152 mmol) and the resulting mixture was stirred at room temperature for 20 min. EtBr (0.012 mL, 0.12 mmol) was added and the reaction mixture was heated to 130° C. overnight. The resultant mixture was diluted with EtOAc and water. The organic layer was washed with water and aq. NaHCO3, dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification of the residue by flash column chromatography (silica gel, 5% MeOH/EtOAc+0.5 TEA %) gave compound 53 (9 mg). MS m/z (M+H+) 522.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748417B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-4dc56294320743afab9c60032aeafb27 |
| Source note | uspto-grants-2014_06 |