HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus pentachloride → HCID 12783772, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | Methyl 1-methylpyrrole-2-carboxylate | HCID 142178 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 4-Methoxy-1-naphthalenecarbonyl Chloride | HCID 11458687 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 12783772 | HCID 12783772 | 50% |
Reaction Steps
4-Methoxy-naphthoic acid chloride (35 g; prepared by action of phosphorous pentachloride on the acid of m.p. 250° C.) followed by methyl 1-methyl-pyrrole-2-carboxylate (22 g) are dissolved in 1,2-dichloroethane (400 ml). To the stirred solution, at about -20° C., is slowly added anhydrous aluminium chloride (23 g). After one hour, the resulting material is poured over 1 kg crushed ice. The organic phase is decanted off and the aqueous phase is extracted with chloroform (500 ml). The organic solution is then dried and the solvents are evaporated off. The solid residue (28 g) is washed with isopropyl ether (200 ml), to give methyl 1-methyl-4-(4-methoxy-1-naphthoyl)-pyrrole-2-carboxylate, m.p.=162° C., in a yield of 50%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04194003 |
| Source dataset | uspto-grants-1980_03 |
| ORD ID | ord-125fb7b7af0f4d3fbd21a82792a6316c |
| Source note | uspto-grants-1980_03 |