HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 3-(Trifluoromethyl)-3,4-dihydronaphthalen-1(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 68541211 | HCID 68541211 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Trifluoromethyl)-3,4-dihydronaphthalen-1(2H)-one | HCID 13790791 | 82.7% |
Reaction Steps
4,4,4-Trifluoro-3-(phenylmethyl)butanoic acid (177) (0.97 g, 4.18 mmol) was treated with oxalyl chloride followed by AlCl3 in CH2Cl2 to give 0.74 g (82%) of the title compound (178) as an off-white solid. 1H NMR (400 MHz, CDCl3): δ 2.60-2.75 (m, 1H), 2.85-3.00 (m, 2H), 3.05-3.25 (m, 2H), 7.30 (d, J=7.7 Hz, 1H), 7.37 (t, J=7.6 Hz, 1H), 7.50-7.57 (m, 1H), 8.05 (d, J=7.7 Hz, 1H). LCMS (ESI): m/z 215 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649093B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-872b74e5b75a43a8b740e3998f2e9066 |
| Source note | uspto-grants-2010_01 |