HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethane, 1-chloro-1-ethoxy- → 4,5-Dichloro-2-(3,4-dichlorophenyl)-1-(1-ethoxyethyl)pyrrole-3-carbonitril
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethane, 1-chloro-1-ethoxy- | HCID 23478 | — |
| Reactant | 4,5-dichloro-2-(3,4-dichlorophenyl)-1H-pyrrole-3-carbonitrile | HCID 183555 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4,5-Dichloro-2-(3,4-dichlorophenyl)-1-(1-ethoxyethyl)pyrrole-3-carbonitril | HCID 23359469 | 97.5% |
Reaction Steps
To 4,5-dichloro-2-(3,4-dichlorophenyl)-pyrrole-3-carbonitrile (5.0 g, 0.016 mol) dissolved in 300 mL of tetrahydrofuran is added, portionwise, potassium t-butoxide (2.75 g, 0.025 mol) with ice cooling and stirring. The cooled mixture is treated with a solution of 1-chloroethyl ethyl ether (2.31 g, 0.021 mol) in 15 mL of tetrahydrofuran at 10° C. over a 5 minute period. The mixture is stirred for 1/2 hour at ambient temperatures, evaporated to a volume of 50 mL and poured into a mixture of 200 mL of ethyl acetate and 100 mL of water. The organic layer is separated, washed with water (2×100 mL), saturated NaCl solution (1×100 mL), dried over anhydrous magnesium sulfate and evaporated to give the title product 5.9 g, mp 124°-126° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05187184 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-41fe4a3382f54a1d9c2ff029b4425069 |
| Source note | uspto-grants-1993_02 |