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 | 3-(Trifluoromethyl)-3,4-dihydronaphthalen-1(2H)-one | HCID 13790791 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Tetralone | HCID 10724 | — |
| Product | HCID 68541215 | HCID 68541215 | — |
Reaction Steps
Treatment of 3-(trifluoromethyl)-3,4-dihydro-1(2H)-naphthalenone (178) (0.40 g, 1.87 mmol) with bromine followed by DBU in CH3CN gave 0.23 g (43% from tetralone) of the title compound (179) as a colorless oil. 1H NMR (400 MHz, CDCl3): δ 6.45 (s, 1H), 7.58-7.68 (m, 2H), 7.83 (s, 1H), 7.84-7.90 (m, 1H), 8.28 (d, J=7.5 Hz, 1H). LCMS (ESI): m/z 289 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649093B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-52420ee5df454c23820b720c32a3b88e |
| Source note | uspto-grants-2010_01 |