HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichlorobenzoyl chloride → (7-bromo-2-ethyl-1H-indol-3-yl)-(2,3-dichlorophenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichlorobenzoyl chloride | HCID 17944 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 7-bromo-2-ethyl-1H-indole | HCID 22250580 | — |
| Reactant | HCID 178418373 | HCID 178418373 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (7-bromo-2-ethyl-1H-indol-3-yl)-(2,3-dichlorophenyl)methanone | HCID 22250586 | 35.7% |
Reaction Steps
3.45 g of 7-bromo-2-ethyl-1H-indole are placed under nitrogen in 30 ml of ether and the mixture is cooled to +3° C.; 5.1 ml of methylmagnesium iodide in 20 ml of ether and then 5.9 g of dichlorobenzoyl chloride in 30 ml of ether are added. 10 ml of THF are added and the mixture is allowed to return to AT and is stirred for 3 hours. The medium is poured onto a saturated NH4Cl solution and is then extracted with ether. The organic phase is washed with a 10% HCl solution, a 10% NaOH solution, water and an NaCl solution. It is dried and evaporated and then the residue is chromatographed on silica while eluting with an AcOEt/cyclohexane (3/7, v/v) mixture. 2.18 g of the expected compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06995184B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-866e5f4114dc4410ba1f7c436f733c5e |
| Source note | uspto-grants-2006_02 |