HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromomethylnaphthalene → HCID 18461542, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromomethylnaphthalene | HCID 70320 | — |
| Reactant | HCID 556356 | HCID 556356 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18461542 | HCID 18461542 | — |
Reaction Steps
Analogously to the procedure of Example 1, the title compound was prepared from 0.31 g (2.5 mmol) of 3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one, 2.5 ml of a 1 molar lithium bis-(trimethylsilyl)-amide solution in THF and 0.55 g (2.5 mmol) of 2-(bromomethyl)-naphthalene in 10 ml of THF. Yield: 498 mg (75.4%) of a pale yellow oil (Example 21). Diastereomer mixture: 94:6 (HPLC) MS (EI): m/e=264 [M+] The separation into the diastereomers and enantiomers is carried out using preparative HPLC: Example 22, 23, 24 and 25.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06433004B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-1da4ad93c1644315b4d3540854454bcf |
| Source note | uspto-grants-2002_08 |