HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 22349532, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-bromo-2,3-dihydro-1H-inden-1-ol | HCID 2754824 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22349532 | HCID 22349532 | 89% |
Reaction Steps
To a solution of 6-bromoindanol (0.51 g, 2.4 mmol) in anhydrous tetrahydrofuran (10 mL), was added sodium hydride (0.097 g, 3.84 mmol) over a period of five minutes at room temperature. The reaction mixture was stirred at room temperature for fifteen minutes and iodomethane (0.22 mL, 3.6 mmol) was added. After thirty minutes at room temperature, the reaction mixture was partitioned between ethyl acetate (20 mL) and water (20 mL). The ethyl acetate layer was washed with brine (20 mL), dried over sodium sulfate and concentrated to yield the title compound (0.485 g, 89%). 1H NMR (CDCl3) : □ 7.5 (s, 1H), 7.3 (d, 1H), 7.0 (d, 1H), 4.7 (m, 1H), 3.3 (s, 3H), 3.0 (m, 1H), 2.7 (m, 1H), 2.3 (m, 1H), 2.0 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919335B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-e819a17da0f845b0bfba26e925c8899f |
| Source note | uspto-grants-2005_07 |