HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 1-Tetralone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 68534728 | HCID 68534728 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Tetralone | HCID 10724 | — |
| Product | HCID 68537263 | HCID 68537263 | — |
Reaction Steps
Treatment of 7-fluoro-6-(methyloxy)-3-propyl-3,4-dihydro-1(2H)-naphthalenone (133) (0.40 g, 1.69 mmol) with bromine followed by DBU in CH3CN gave 0.52 g (98% from tetralone) of the title compound (134) as a light yellow oil. 1H NMR (400 MHz, CDCl3): δ 1.01 (t, J=7.3 Hz, 3H), 1.65-1.75 (m, 2H), 2.78 (t, J=7.7 Hz, 2H), 3.98 (s, 3H), 6.05 (s, 1H), 7.07 (d, J=8.2 Hz, 1H), 7.15 (s, 1H), 7.79 (d, J=12.3 Hz, 1H). LCMS (ESI): m/z 313 (M+H)+, m/z 311 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649093B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-4b2750b864454f9a8446e455b1de8794 |
| Source note | uspto-grants-2010_01 |