Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 2-Thiophenecarbonyl chloride | HCID 78928 | — |
| Reactant | Ethyl [(naphthalen-1-yl)oxy]acetate | HCID 1482829 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54165251 | HCID 54165251 | 78.7% |
Reaction Steps
483 g ethyl 1-naphthyloxyacetate and 308 g thiophene-2-carboxylic acid chloride was dissolved in 3.570 l. methylene chloride. While the mixture is being maintained at about -10° C., 291 g aluminium chloride are introduced slowly; after 2 hours at -10° C., the mixture is brought back to 25° C. and the stirring maintained for 12 hours. The mixture is then poured into 2 Kg iced water, the organic phase decanted off, washed with dilute aqueous sodium hydroxide solution then water and the solvent evaporated. 562 g of the ester are thus obtained. After recrystallisation from isopropyl ether, it melts at 79° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04195093 |
|---|
| Source dataset | uspto-grants-1980_03 |
|---|
| ORD ID | ord-04719df485754765bc17cb9507ab7dea |
|---|
| Source note | uspto-grants-1980_03 |
|---|
